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Dr. Friday Tax & Financial Firm, Inc.

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May 2026

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The Dr. Friday Radio Show is a weekly radio show broadcast live on 99.7/WWTN every Saturday from 2PM-3PM CST. If you are outside of the listening area of the radio station (Nashville, TN), you can also download the iHeart App on your smartphone and search WWTN to hear the LIVE show. You can also listen to past episodes on the Dr. Friday Tax and Financial Firm website (https://drfriday.com), on Apple Podcasts, Google Play and many more.

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June 16, 202647 min

Dr. Friday Radio Show – June 13, 2026

Dr. Friday uses this final live radio broadcast to focus on tax planning before major life events, especially selling property, inheriting real estate, transferring family homes, and updating estate documents. She explains why basis, appraisals, trusts, POD designations, and powers of attorney matter before a family is forced to sort things out after the fact. The episode also includes caller questions on inherited property and prize winnings, plus reminders about marketplace insurance, Medicare IRMA, IRS identity checks, and business recordkeeping. Summary Points Home sale basis: Dr. Friday reviews the primary residence exclusion, explains that the old rollover rule is gone, and reminds homeowners to document major improvements that increase basis. Inherited property: She explains step-up in basis, why the date-of-death value matters, and why appraisals can be stronger support than rough comparable sales after repairs are made. Final live radio show: Dr. Friday tells listeners the show is moving off 99.7 and toward DrFriday.com, where she plans to keep answering questions and sharing tax education. Family property transfers: A caller asks about homes titled in her parents’ names, a long-running purchase arrangement, quitclaiming property, and how inherited homes differ from property she has been buying. Estate documents and gifting: The episode covers trusts, wills, POD designations, powers of attorney, probate risk, and situations where beneficiaries used gifts after taxes to honor a parent’s wishes. Prize taxes and records: Dr. Friday discusses lottery withholding, St. Jude home raffle tax questions, 1095-A marketplace repayment surprises, Medicare IRMA, IRS identity checks, mileage logs, receipts, and home-office rules. Episode FAQ Q: Do I owe capital gains tax just because I inherit real estate? A: Dr. Friday explains that inherited property generally receives a stepped-up basis, so capital gains usually become an issue when it is sold for more than its date-of-death value. Q: Do repairs after inheriting a home increase the inherited value? A: She says the inherited value is based on the condition and value at death, so later improvements should be tracked separately and the original value should be well documented. Q: Why should estate documents and POD designations be updated? A: Dr. Friday explains that courts and financial institutions follow the paperwork, so outdated documents can leave beneficiaries trying to fix things later with gifts and tax filings. Transcript 00:01 No, no, no. She’s not a medical doctor, but she can sure cure your tax problems or your financial woes. She’s the how-to girl. It’s the Doctor Friday show. If you have a question, Question for Dr. Friday, call her now. 737-WWTN. That’s 737-9986. So here’s your host, financial counselor, and tax consultant, Dr. Friday. Dr. Friday and the doctor is in the house. We are here today to take calls talking about taxes, talking about maybe making some planning. You know, taxes are great, but normally we’re doing taxes after everything’s already happened. So if you’re really thinking about taxes, you’re probably thinking about 2026. You need to put some plans into play to say, how am I going to pay less in taxes? Can I pay less? Is it better to pay more today and pay less later? If I sell this, if I inherit this, if I convert this, will any or all of these be good or bad things? Again, I don’t really have the perfect answer for you because I don’t know what you’re going to buy, sell, or trade. But if those are things that you’re thinking about, then those are the kinds of things you do need. 01:18 to make sure that you’re accounting for. I’ve had more than one person come in and they have sold their primary home or they’ve sold a piece of real estate Or even inherited property. And they’re like, well, I I shouldn’t owe any taxes, but you know, just because you people tell you you don’t owe taxes doesn’t always mean you don’t owe taxes. So, I mean, you can sell your primary home, but if you sell it for $800,000, you purchased it for $200,000 and you’re a single individual. There is a one-time exclusion of 250,000. Well, 200 plus 250 does not equal 800,000 So you would end up with a capital gain situation. And for any of you are sitting there thinking, but wait, as long as I spend the money within the next two years or put the money back into another piece of real estate, I don’t have to pay the taxes. That tax law died a long time ago. That was something that was actually back in the early 2000s that has not been in existence for a long time. Tax law now is if you sell your primary home You can take your original cost basis and that would include the land and some people built their own homes. And then any major improvements that would have increased the value of the home. 02:36 For example, an extension, or if you’re on piece of property and you built some barns or um or you gutted the kitchen so you purchased the house back in the 80s and and then you redid the kitchen um now that would be a better upgrade so therefore the house would be worth more money so Those are the kinds of things. So also for all of you that are listening, you might want to think about if you’re actually living in a house that you own or purchasing along with the bank for most of us. You might want to document those things, right? Because I have people that’s lived in their homes for 20, 30 years. And let’s be on it. You’re not going to remember everything you’ve ever done to increase the value of your property. You fenced in the properties, you put in a swimming pool, you You know, you you did different things. You took a gravel driveway and now it’s an asphalt driveway. When you purchased it was gravel, now it’s asphalt. That increases the value of the home. So these are the kinds of things you need to document as well. Now, as long as you’re living and that’s what you’re doing as far as selling your property, that’s fine. Now, if you pass away and you leave that real estate. to um whoever your beneficiaries are, they’re going to get what’s called a step up in basis. But one of the things I’ve noticed lately is A number of clients, they inherit the property. 03:56 And keep in mind, it’s what the value of the property was at the time of inheritance, is what your value is. Not after you’ve put $50,000 into that home and increased the value by another $150,000. Because when mom was living in the house, for example, um, she was older, she wasn’t able to maintain the property the way it should be. A lot of things went bad or got old or even, you know, had holes in the floor and bad doors and all those things. And you said, hey, you know what, if we go through and we put a little money in this house, we could get a lot more money out. Great idea. But keep in mind, the value of the home was not the value after you improved it after the passing of that individual. The value that you get of the home was before that happened. So this is one of the big things the IRS has really come down on is a lot of times people are taking comps, but the problem is the IRS is finding that many of the homes when people have lived in them for 30 years have not been maintained like the other comps you’re pulling. So it’s very important to really start getting into appraisal so that the appraisal that comes in you can justify your basis, not just a comp. 05:14 Now, if there’s somebody that you know that can do a uh appraisal based on, you know, the roof is 30 years old, the house is fifty years old, uh, you know, all these different things that come into play because a lot of times people will say, well, I matched it up to another three-bedroom, five bath that’s sold right around the time of the passing And it’s roughly the same square footage. But was it built at the same time? Was it actually had the same kind of maintenance? Because again, as people get older, it is something that, you know, that the house can get away from them So, um, if you are an individual that is uh going to inherit or have inherited um a property It’s a great idea, don’t get me wrong, fix it up and then sell it and put the money, you know, double your investment, which many times can be done with some really decent improvements But um otherwise sell the property before you fix it up and then you don’t have to worry about capital gains. That’s your two options. But uh don’t fix it up and think that Al after you fix it up, now you get 100% tax write-off Because the tax law is coming back and saying, nope, we found out a lot of people are trying to do this. And so they are, you know watching and looking. 06:26 And again, when we file our taxes, it’s not like we want to sit there and say, what can we get away with? We want to file taxes that we can put to bed And that, especially if it’s a an estate tax return, because as a beneficiary or the executor especially, you have legal obligations to make sure the information is to the best of your ability correct But either way, you want to make sure that all of that information is being put together and that it’s being documented and that you’re able to submit that along with everything else to the beneficiaries so that they know how much money they’re going to end up being taxed because everyone always thinks all inheritance is zero, which a good chunk is, which is really nice. If you think about the step up and basis you get, that is about one of the best tax laws that’s on the books right now. Um versus, you know, like an IRA that you inherit and then you only have 10 years to basically empty it. Um, and that’s that’s not an easy thing to do. There are some games people will play, part of it going into charity, charitable remaining trust, different things like that where you can um donate a big chunk of it, but it doesn’t mean that you’re going to put all that money in your pocket and pay no tax. All right, so if you want to join the show you can six one five seven three seven nine nine eight six six one five 737-9986. 07:50 I will tell you guys, this is my last live show. There’ll be no more uh Dr. Friday shows on 99. 7 unless I’m a guest on somebody’s show Um, the this is gonna be we’re gonna be moving fully to the internet, trying to, you know, keep the subjects going, have it a little bit more um ability to zoom in on just the topics that we want to talk about, taking your guys’ phone calls and then being able to really target those conversations. um and not worry about the time or the uh the the rules that we have per se but mainly um I’ve loved doing my radio show for the last I don’t know I was trying to figure out how long I think it’s been at least 15 years maybe more And um it’s been a pleasure having all of you guys listen. Many of you guys are my clients, so I’ll still be seeing and talking to you guys all the time. And if you have questions, you’ll be able to go right to the internet And we’ll be able to do them just as we’ve always done here on the radio and give you the one-on-one that you need. But just so you know, it’s going to be at drfriday.com. That is where you’ll want to sign up. We’ll be getting some sign-ups so that way we can notify you when we do have live blogs going and and just different things like that. So hopefully you guys will continue to follow me. 09:09 I know it’s been easier on the radio, but You know, um, with the current technology and everything, it’s just gonna be time for us to try something new, you know. You gotta every once in a while you can’t get stuck in a rut and just have it go that direction. And I have really enjoyed doing the radio. It’s it’s taught me a lot and you guys have taught me a lot. So I really hope that we’ll be able to continue this into um the next phase that we’re all going to go through, which is going to be the internet. So we’ll see how that works. But you can always go to drfriday.com. Just remember that and you can follow us and we’ll be able to get you linked into all of the different ways of trying to help you um do things or you know I want I love answering your questions and I I’ve always enjoyed the ability to help help you guys hopefully before mistakes are made to give you the ability to think or ask questions or do something like that. So whatever you have there. All right, let’s hit Trish before we have to hit our break, if you don’t mind. Hey Trisha, what’s going on Um yeah, I have a question. Um if I inherit, like I we’re getting ready to do the real flash trust for my parents and um they have a home, my brother has a home and apartment and I have one as well Um, but they’re all in my mom and dad’s name. 10:24 Um scary, I know. But I’ve been paying on my nose for thirty seven years They to turn it over into my name, I don’t know it am I gonna have to pay capital gains tax on that when I they turn it over into my name? Like well I’m I mean I’m not sure. Yeah. Exactly. Okay, so basically, I mean you’ve had um a le uh a land purchase from you to your parents, and I d I doubt that they’re reporting that as income and that you’re purchasing it. You know, I mean I don’t know. Maybe they have. Um if it’s been been reported that way, then it’s no different than me purchasing my house. Your parents are just your mortgage company And um so they just need to uh quick claim the title to you and they can keep a lien, but maybe I mean you’re at the point where you’ve pretty much paid off uh the property probably. So at this point They will quickly and you should have nothing because you’ve paid the full price or whatever agreed upon price you’ve paid now maybe worth a lot more today than it was when you purchased it from your parents back, I think you said 30 years ago. Um So whatever that time period. So basically whatever you paid for it, they need to quick claim it to you for. So that way then, yes, when you sell it, if you ever sell it, whatever the plan is. 11:41 Um, you know, you’ll be able to um sell it just like all orestos. There would be the two hundred fifty thousand or five hundred if you’re married uh exclusion and then you can sell. But are they all tied? I I mean do you have your own plat? Like are each of you guys on your own property? As far as yeah, can you two of the houses are on yeah, two of the houses are on one property and the other was mine is on a separate piece across the street. But my my fear is I mean I inherit the homes because I’m gonna inherit two of ’em Am I gonna have to pay capital gains of like 37%? Like a million dollars? No, because uh when you inherit them, you’re gonna get the value of what they’re worth now, not what they were worth The house that you’ve been purchasing, that’s different because that’s been a deal between you and your parents. But the ones that are just inheritance, inheritance gets to step up in basis. So you will have nothing as far as capital gains unless you sell them for more than they were worth at the time of death. Okay. I don’t plan on selling them, so I won’t have to take capital gains on them if I keep it. No. Exactly. No, you will not. Thank you. No problem. That’s a I’m glad I can give you a little relief. I literally can’t. 12:55 All right. Thank you. Thank you. All right, we’re gonna take a quick break. 12:59 We’ll be right back with the Doctor Friday show. 13:07 Alrighty, we’re back with the Dr. Friday show. Sorry about that. I couldn’t tell when it comes in. Um if you want to join the show, you can. 615-737-9986-615 737-9986 number here in the studio. We’re talking about my favorite subject, which is taxes. It’s gonna affect every single one of us. It even affects us as you can see Even when we’re not here, the people we leave behind are going to end up with some tax issues depending on how you set up your estate. And sometimes you really have very little option unless you want to pay the taxes before you pass away, there is uh always going to most likely be a part of our our inheritance that will end up partly taxable But if it’s handled right and handled with a um a good set of yeah I I’m a huge uh believer in a trust. For most people, a trust is just easier. And to be quite honest, it also allows you, even when you’re not here, when you’re no longer uh on earth, allows us to be able to um Still steer the ship, I guess you would say. Still make sure that what you wanted done even after you’ve passed away because the problem I always have with a will, plain and simple, it’s gonna go through court Court is made up of judges and and other people. 14:22 And sometimes people know how to play the system. And so if I’m not there to represent myself. A someone has to be paid to do that, which is kind of crazy, um, because I already told people what I want, but if somebody wants to contest or question what I want, then you’re in a situation where you’re like, okay, now I’ve got another problem, right? Now I’ve got to deal with this issue. Whatever it is, it still needs to be dealt with, which means you have to hire an attorney to speak on the behalf of the person that has passed away. So that being said, the next thing you really want to do is make sure that you have everything in order. And that’s easier said than done because as we start getting older, things are changing. Right? I mean when you’re in your 30s, 40s, and 50s, basically your main concentration is your spouse or your children or your parents, whatever. just taking care of those immediate. But then as you get older, you’re going to start thinking about what can I, what do I need to have? What kind of documents do I need to have signed? to make sure that there is someone there that’s going to be able to answer the questions when needed, right? Because if I’m incapacitated, who’s going to tell the doctor I do or do not want certain things Because I don’t want them, you know, but that there’s no way of them knowing. 15:36 Um, so you have to have power of attorney for somebody else to be able to do that. It’s that simple You need the ability to give someone the authority, someone you know that will say, I do not want to be resuscitated. I do, I don’t want to be kept on a life preserv a life machine or I do um all these different questions are going to be asked because the job of the doctor let’s just be honest their job is to do what you want but also to the best of their abilities But they don’t know what you want. So they’re going to go and do a hundred things that maybe you didn’t want done, or they’re going to, I hate to say this, look at your insurance and say, oh We can’t use this particular procedure because they’re not insured with this kind of company. Those kind of things. And then also, who’s going to take care of you as you get older? You’re going to be able to keep home care Are you going to need to move to a facility? If you move to a facility, are you going to need to sell your home so you have enough money to pay for the facility? These are all kinds of decisions and sometimes hate to say it, but sometimes the client is no longer there mentally to be able to make some of these decisions. So you as an individual in this world um need to think about this and I would say think about it when you’re younger not I know I say as you get older yes it’s normally we hope that none of these things are needed until you’re 80 years old or 90 years old. 17:00 And at that point you may need some more assistance, but we none know when the big guy upstairs are gonna decide to do these things. So I suggest at least having your first draft done as soon as possible. I don’t do this. It’s not something I’m marketing you to do. I’m suggesting it because I’ve seen so many different people come into my office. And they had to probate things, but they weren’t able to find any kind of well, so you can’t probate easily. Now now the courts and the state of Tennessee is gonna tell you what’s gonna happen, even though you might have known what your parents or your mother or whatever. But, you know, or I mean I’ve had so many cases also that’s come in because obviously when we do taxes, we do estate tax returns. And, you know, I have one recently where her mom had put her down as the beneficiary and then mom had remarried. And um and Daring, uh, she outlived her her new spouse and the the spouse she had um had had a a daughter as well. And um Mom had talked to her daughter many times, telling her she really wished that everything could just be split evenly between her and her s her half sister or whatever. 18:16 Um not too sure the exact because they weren’t really related, but to her spouse’s daughter as well. And but she never changed the POD or paid on death of her IRAs or anything else So at this point, thy client comes in and says, hey, you know, um everything’s coming to me, but I know what mom wanted. And I know even though the will and the trust all them doesn’t say what mom wants. She knows that mom had had, uh wanted to change everything, just never really got to it. Um, and so we we set up a gift tax return, right? And we we gift we after my client paid taxes on everything. She accumulated the differences and then she honestly split everything in half at that point. I give her a lot of kudos because um, you know, it wasn’t She didn’t have to. She felt she had to. And I agree. I mean, mom told her what she wanted, even if the will and the courts, because Mom only had a will, so it had to go through probate and everything. And she tried to bring it up in probate, but the fact is she said no one wanted to hear. what mom wanted, they only saw the document that basically said everything was left to me, which was really done before she even remarried. 19:36 So these are the kinds of things you don’t want your kids to have to go through. That’s all I’m saying. If you’re young and you happen to be listening to this station, think about who do you want to take care of your children? Because if you don’t leave something in the proper order with the proper documentation, The courts will most likely give them to somebody, but will it be the person that you guys want? And you’re all sit here and say, well, we’re young. Why would we worry about because every day people pass away. Not everybody is old and and done with life. Many times it’s middle, prime, young, you know? I mean, and let’s pray that never happens. But on the other side of that conversation, let’s prepare for the worst and live for the best, right? I mean that’s always uh saying my dad used to say, you know, I mean, prepare for the worst, but then go out there and live the best you can. And that seems like a really good attitude. It worked for him, seems to be working for me. And hopefully it will work for some of you guys that are listening. So if you want to join the show, you can. 737-9986-615-737-9986. This will be our last show on air So if you have questions after this, you can easily just go to drfriday.com. 20:49 That is my website. Has been forever. And you can ask questions through the website. We’re going to have a lot more live blogs and different things going on. We’re just moving more that direction. But you know, we’re still here to answer and help educate all of you guys. You have been awesome. Hopefully you will continue to listen. Um through the internet and we’ll be able to get you uh more and more information. And like I said, if you’ve got questions, you can join the show right now, 615-737-9986, or you can send in an email Friday at drfriday.com again friday at drfriday.com and that way you can always um because you know questions happen all the time something comes up something changes Someone says something and you’re not sure if it really applies to you, and please check those out. Whatever your neighbor is doing, whatever your best friend is doing, I’m not saying isn’t 110% correct But may work for them, but because of either your income bracket, the filing status that you work with, um there’s many different elements that could be even if you both seem like you’re pretty much at the same point in the same place. doesn’t mean it’s going to work for both of you. 22:04 Tax law is not black and white. It’s not like everybody that is this is going to get this much money. I mean, basically you can count on the fact that you’re going to pay taxes, but there could be different taxes. You have AMT tax, and of course, if you’re in the marketplace, you can end up with the extra tax that you didn’t pay because you understated your uh health insurance. That is a huge thing. People are still using the 1095A marketplace. And I don’t know, I’m not an insurance, so I don’t know if there’s better options. I hope there are, because I know I use a health savings account, uh, HSA, and I use Farm Bureau. Awesome, works good And the prices are very nice, but um again, nothing fits everybody, but the marketplace when it’s based on your income, You know, I’ve had people having to pay $20,000 back because they sold some rental real estate, didn’t think about it, and then they realized that the market, they hadn’t told the marketplace because they didn’t think of it as earnings This is a one-time situation. Oh, there is no excuse, no penalty. I mean, no way of getting out of that penalty. The black and white is they paid for insurance on you. 23:18 And at that time, the person was paying like $23 a month. Um, and then they sold this real, you know, sold this real estate and ended up making some good money, kicked them into and they owed it $20,000, which they didn’t count on. When we were estimating their capital gains, we didn’t think about estimating marketplace. It’s a lot like Irma, right? So if you make a lot of extra money and you’re on Medicare, a lot of times people don’t think about estimating the IRMA effect. because uh your Medicare is means tested. So if you make uh a big chunk of extra money, that could affect how much money you’re gonna pay in Medicare for the next year after And it always feels like it’s almost two years because you have to wait through the year you did and then you file and then it doesn’t really catch on till a period later. So it often feels like it’s a little longer than it is. But Making sure you’re making those estimates before you make those decisions. Understand how your taxes are going to affect you is really what we love doing. And it’s really what the whole purpose of tax planning is. Tax planning is trying to figure out what’s the best way to put everything into a Roth IRA, to figure out when you’re gonna sell all your real estate, when you’re going to retire, when you’re gonna start Social Security. Million questions come to mind whenever I think about. 24:34 What am I going to do next? What’s the next step and how can I save money? When should I start doing it? And what’s the best way to go about it All right, we’re gonna take our second break. 24:44 You can certainly join the show. 615-737-9986. We’ll be right back 24:52 Alrighty righty righty we are back here live with the Doctor Friday show. You can join us if you have a question concerning taxes or maybe you’re dealing with Some sort of a state situation and you’re not sure which way to go, or maybe you just have a story you want to share. 615-737-9986-615. 737-9986, taking your questions, talking about my favorite subject, which is taxes, which you know what I’ve always found pretty amazing that a lot of you guys actually enjoy it as much as I do Let’s be honest, we’re a little bit weird because who wants to talk about taxes every Saturday? Um, but all my listeners do, and you guys have always been pretty cool. And I like uh talking about taxes mainly because it affects every single one of us, even if you don’t think about it. You know, when you go to the grocery store, you pay tax, sales tax, or You go to dinner and you pay sales tax or liquor tax. And you go to the petro station and you pay gas tax. Um, lots of taxes in our world. Um, some of them get to be tax deductible. If you own a farm and you go out and buy farm diesel, you can ride off the gasoline. If you use your vehicle 100% for business or you’re riding miles because you are using it partly but you’re able to do miles all of these different ways help reduce your taxes now keep in mind if you’re a regular employee because this one gets asked a lot if you’re on a W-2 And you use your own vehicle, it is not going to be any kind of major tax advantage. 26:24 One of the problems we also have is like my truckers. So my truckers used to be able to take a per diem because they spend the night in their truck. But unfortunately When they change the tax law, that fell off the books, cause most of the my truckers are many of them. If they’re not um self-owned, they’re W-2s and those individuals end up with a different situation. So a lot of people have lost some of those tax advantages, but hopefully we’ll be able to find some different ones. Looks like we have Milton. Is this my Milton on the phone? This is your Milton and this one talking to my girl Dr. Friday You got it. We’ve been together a long time, Millie. A long time. I sit here. I’m I’m moaning right now because I’m saying, oh no, you’re not leaving. No, no, no. That’s all right. We’ll just have to get you listening to me on the ra on the computer instead of on the radio. Well you know I will. You know I will. Hey, I got I got two hypotheticals for you and uh one that we’ve been talking about. Let’s let’s go with the first one I’m gonna give you a hypothetical. I won the lottery, I got five hundred thousand dollars, they took out taxes, so now with what’s left over When I at the end of the year, do I have to add that to my income where I’m paying more taxes on it? So what you actually report is the five hundred thousand plus the estimate because we what you didn’t really pay taxes but you made an estimated payment so that estimate would go against it and hopefully it’s enough but I did have a situation where the person was 120 000 short 27:57 of what the IRS did not take when they did the original estimate. Oh good. So you could end up owing more money. So don’t go spinning it all, as that particular client did. um and uh have to go back and take a mortgage on your house. So yes, if you win the lottery, they will take an estimate, but don’t assume that that estimate is going to cover everything. It’s a lot like if you have a 401k or an IRA and they take out a uh 20% because you told them take out so much for taxes, it may or may not always cover all of it. That’s what I that was my next question. How do they know what to take out as it relates to the estimate? It’s the same way as with your four oh one case or your IRAs. You tell them I um want twenty percent, I want twenty-five percent You know, if you’re smart and you made five hundred thousand, I’d probably go with the highest tax bracket, thirty-seven percent, just to be on the safe side, and then you can get the refund back Okay, next question. As you know, because it’s been all over television, Saint Jude is raffing out that uh you pay a hundred dollars, you can move into a nine hundred thousand dollar home, I think that’s located in Franklin Those whoever wins that whoever wins that, what kind of taxes are they having to pay and do they have to report it on their income r uh uh re uh in terms of whoever wins that Well, I’ve always wondered about that, Melton. 29:16 That’s a great question. So I don’t know. I mean if it’s a normal lottery, the answer is they got it for a hundred dollars. So they have uh eight hundred and ninety-nine eight hundred and ninety thousand dollars whatever they have to pay tax on um and many times you hear people when they win a car they have to sell the car to pay the taxes right so that is a possibility but i’ve also heard someone say that it’s gifted from Saint Jude to the person. Now if it’s gifted, that means Saint Jude paid the taxes. And the You know, uh because a lot of the people that built that home did it under a charitable deduction from their companies, because I have dealt with some of the people that help with those projects. And so their corporations are taking their labor and cost directly against charitable contributions. So um I I actually think they’ll end up paying tax on it. I mean it’d be great to win it, but then you it could really mean that you have to go get a mortgage to actually do something with it. Yes, because every you know, it’s been they’ve been doing it for year and it’s it’s a good cause. I I love what they’re doing and I love what they’re doing. I give it every year. Yep. Yeah. Never wanted. see that they’re helping the children out but I’ve often wondered whoever wins that and I’ve I’ve seen over the years different people win it and I often wonder what kind of taxes are they having to pay on it or, you know, at the end of the year or whatever. 30:35 And it’s just I was always curious about it and I sound like you have been too. So I guess you know, that’s just one of those things. But it but it makes sense I’m sure Uncle Sam’s gonna get their share out of it, but I think like what you said with a lot of people doing this as a private donation St. Jude may be the one to go ahead and pay the taxes because I think they’re probably gonna get about maybe two million dollars out of this from what it sounds like Oh yeah. That’s what it sounds like. I mean that’s a wonderful and I mean and like I said, the people building the house are all donating to this. So St. Jude gets all two million dollars. the castle constructions and all them that that participate in the the decorating the building of it, they all take on the cost as part of their charitable deduction. So it’s a it’s a fabulous way. Uh I’ve always wondered if anyone has actually moved in or if they’ve all ended up selling them. I’ve never looked into it, but it would be an interesting, yeah. Good question. Okay. Hey, well thanks so much. And like I said, it’s been a great fifteen years, but you know, I’m not saying goodbye. We’re just saying so long for now. All right, until you beautiful wife I said hi. I definitely will. Take good care and have a good day. All right. We’ll talk to you later. Bye. Okay. Bye bye. All right, guys, and that’s uh yeah, one of my best friends. 31:49 Okay, so um we are on the Doctor Friday show, and that was two awesome questions. Um I’ve had the same kind of wondering, especially if you win something that I mean, I’ve had clients win the lottery and in those cases they file W9s um or W4 forms, I think I think it’s a W9 actually. I think our client had to fill out. And it just told them how much to withhold taxes on, anyways. And in the case of the one that didn’t He had not come to me until after the fact I would have told him that 15% tax on 250 grand or whatever it was was definitely not going to get in the ballpark So you definitely need in those cases, even before you go pick up the money, in my personal opinion, get your attorney and your uh accountant on the phone, tell them that you’ve won, and then find out what you should be doing before you go and pick up the money because once you pick up the money that’s when they’re going to want you to fill in documents. You’re going to need to know what to do. Is it better to move that into some sort of trust or outside your basic information because you also could have a lot of people probably calling you saying, oh, we can help you spend that money, we can help you invest, because it’s kind of public knowledge. Not something I’d want So if uh if you’re lucky enough to win, that’s awesome. 33:06 I think that’s always. And I and anyone that um does participate in the uh the charities that are around. I mean that’s that’s always that’s the win is the help the charities. But I mean some some of these places um have come up with some pretty unique ways of raising money and you have to admit me so j Saint Jude has done a very good job of doing that and I have had some of my builders and designers that have participated in those homes. So Beautiful way to help and also raise money for a great cause. So if you have questions, you can call us 615-737 9986-615-737-9986 taking your calls. Obviously talking about my favorite subject, but I do understand 6-8 or June 8th was when we had to file. Last Monday was when if you did not already file an extension, that was when we had the federal disaster extension expire And um I’ve had some really unique um situations because my tax software does not take into account that Tennessee ended up with an extension. 34:19 So some people that actually owed money, it calculated a penalty. The IRS is now sending letters back to them saying you have a refund. And they’re all sitting there going, wait, I owed money. How can I have a refund? And that was because I did not override and make sure that the penalty had gone away. So now all these people are getting small checks back and the the irritation part is is that the IRS is saying you need to update your bank account because we don’t have your banking and therefore we can’t give you a check back um or direct deposit back. And it’s kind of funny because they had the banking account when we paid it electronically through the same website for the withdrawal of the funds. But um I understand the IRS is working very hard to try to get uh uh the fraud out of the system and I can only imagine what they have to deal with. Since we’ve all heard stories on the smaller level, if you were the US government, I can only imagine how many people are trying to break in. So uh they are doing a lot of identity proving I’ve had some clients, it seems like every single year they have to call the government to prove their identity. And they’re not like some really big, you know, crazy things. This is just a normal situation. 35:32 Um, I have one client that has they were told, well, you should get an IPIN and she has had IPIN for a number of years. So it was funny that the government told her that she should get an IPIN because she has had one Um, and yet, you know, they’re they’re always trying to prove or improve their system. So I guess we just have to be patient when it comes to dealing with that because we really do want them to have hopefully the right people doing the right things and not messing up or taking our identities and doing crazy things. All right, we’re going to get ready to take our last break here. 36:03 This is the Doctor Friday Show. If you have a question, you can go to the email friday at drfriday.com Because I know calling a radio station can be a little intimidating. Not everybody’s comfortable calling radio shows. Um, but if you want to join, you can 615 737-9986. And if you’d never heard me before, um, you can also check us out on the web at drfriday.com. That’s our website, drfriday.com. We’re gonna take this break and we’ll be back 36:31 In a few minutes with the Dr. Friday show talking about taxes as an enrolled agent. That’s all I do. So we’ll be right back. 36:39 Alrighty, we are back here live in studio. Last few bits of the show. If you want to join, you can, 615-737-9986. From any of you that may have been listening to me for the last 15 plus years My name is Dr. Friday Burke. I’m an enrolled agent licensed by the Internal Revenue Service to do taxes and representation. Been doing it here in town for about 33 years. in the Brentwood area. I’ve been able to meet and talk to a lot of you, which has been awesome. And I will be continuing to do that. Don’t think that the practice is going anywhere. It is not It’s just that we’re going to try to take our radio onto the internet, new, um, do a couple new and unique things after a while. You gotta freshen things up a little bit. and be able to really target a lot more of the new uh ways of communicating within everybody. Now everyone texts and emails and you know Half the time I have my employees in here and I’m like, have you called the client? And they’re like, oh no, I text them. Well, you know, sometimes people just like you to pick up the phone and call them. I that’s my opinion. Now maybe that’s not everybody’s opinion But I do like to pick up the phone sometimes. It’s a lot easier and you can resolve things so much faster than going back and forth in text. But that’s not the way a lot of the the future um communications are gonna go. 37:58 And so being able to really just uh c hone in on the topics um there’s so many new things going on a lot of changes that’s going to be coming down we all know that taxes we’ve seen the market there’s going to be new tax laws there’s going to be some changes again Um, I’ve had a number of clients that were uh back in 2020, 2021, 22, they were in business. The businesses have now closed due to a lot of hardships that’s been happening And then we’re having to deal with EIDL loans that uh or SBA loans that were given back then that have not been paid off. So there’s a lot of learning curves, always something new and I don’t want to say exciting because not to everybody is it exciting, but for to me, I’m always able to continue to keep learning. And that’s what I’ve always loved about doing accounting and taxes. If you’re a small business owner and you’re needing to have someone that’s going to help you, you know, strategize. What is it that you really need to be doing? What’s the important parts of the accounting not only to be set up to basically do the basic accounting, but also the taxes and what’s the important things to be tracking. I still have a number of clients that uh seem shocked when I ask them for their mileage logs. 39:13 And yes, mileage IQ is one of my number one I suggest to all real estate agents, anyone that’s doing any kind of major traveling. If your business requires. Again, businesses are changing a lot because I have a lot of people that work from home do not have any miles that they have to track. They basically have a home office and in some cases they’re living in very small studios or even one-bedroom homes. So it’s uh again, an office does require to have some sort of walls You know, it can’t be your front room, can’t be your bedroom, can’t be your kids’ room. You know, I mean just because you have a computer and you can sit on the bed with it is not make it an office The tax law is very specific about what is an office space and it needs to be used solely for the purpose of doing office work, not someplace with your dining room table or your inn table or whatever Um so again, um it’s just one of those situations where things are changing and people are not required or having to have the workspace that you know many of us probably still have. I know I do. I enjoy my multiple monitors. It makes my life easier. 40:25 And I couldn’t do that if it was my kitchen table. Now I have seen some pretty cool adapters that can go on laptops. But all I’m saying is is if you want to understand how you can save taxes, establish a better system for you to be able to track those expenses. And yeah, part of it is you need to be tracking the expenses, not only just saying, hey, I went and done this, but where’s the receipt? If you went to Facebook to buy your office computer or your office Uh furniture, you need to have a receipt for that. You need to have proof that you physically paid for it. The IRS would love to probably take everybody’s word, but it’s not going to happen. Never has, never will You need documentation showing that you either went to a garage sale, that you went to, you know, marketplace, whatever it is, and you purchased it. You need uh, you know, taken a picture of the ad Take a picture of the receipt that you took out for the ATM if that’s when you had to go take and give them cash. Um, because again, most of the time people are paying with cash. They’re not paying with uh credit cards or anything that you can easily track. A credit card statement still is not a receipt. Um many times the IRS has come down saying, you know, you taking your monthly um credit card statement and highlighting this was office supplies, this was, and even though it says Walmart, it may say office supplies. 41:50 this was, you know, uh supplies for the business, whatever, but the receipt is what they want to see. Because the receipt’s gonna show that you didn’t go and buy a paper towel for your house or or food uh even though you put on the receipt office supplies, the IRS wants to be able to verify that. And when you’re doing your accounting, you want to be able to just have those. Nowadays you can take a screenshot of it You can save it. You can start a folder for each year or every month, whatever, and put that together so you’re able to really track being audit-proof. is one of the biggest things we’re going to really start honing down on. The IRS has come out that they’re going to be doing more audits. There’s also You know, the fresh start program for people that cannot pay the IRS and being able to make sure that you understand how that works. I have had more than one person that has put their own um fresh start together or 433 OICA and um you know it doesn’t go through and they don’t understand why because You know, I mean again, uh, one gentleman I was talking to, well, you know, he’s planning to inherit, so he wanted to settle with the IRS before he received the inheritance. is if the IRS isn’t going to know that there’s an I mean one of the questions on the questionnaire is are you going to be inheriting or are you a beneficiary on a state? 43:15 Um, you know, I had a gentleman that settled with the IRS and won the lottery like three months later. Guess what? They came back and said um you know you can afford to pay so they made him pay um things are not always as simple as just saying I can’t afford to pay You have money in your house. That’s the biggest thing. People are like, I don’t want to have to take another mortgage out. I I don’t want to have to take the money out of my house. The IRS has very few people that they’ve allowed to keep their homes without having to do anything. And normally it has to do with age or disabilities, and they’re not able to pay pay them back But you need to understand what the IRS expectation is. They have a very specific type of law. And if you understand what the game is, then you might be able to understand how to make yourself somewhat audit-proof Doesn’t mean you couldn’t be audited, just means that when you go in there, you’re going to be able to give them everything they want, and therefore they’ll have nothing to do but take your paperwork and say, okay, thank you Thank you for showing up. I’ve had that once or twice. Um, I will say most of the time when I get involved in audits, it’s already somebody that’s already started the audit sometimes. Um the they didn’t understand what kind of paperwork they needed to be keeping. 44:32 Therefore, when the IRS is audio asking for mileage logs or documentation showing proof of purchases They didn’t have all of them because again, they didn’t really understand what they were. So it, you know, comes down to really understanding what the IRS is expecting. Then you can go around and do what you need on the rest of it, right? Because if you know what the expectation is, you can often deal with what has to be done on other elements. But if you don’t have that expectation, if you don’t understand what the uh total expectation is, then you’re not going to be able to do anything more with it. I mean If you’re tracking everything the right way, then you can sleep easily at night. You know that it’s going to go versus I had someone say, well, how does the IRS know this? Or how does the IRS know that Well, to be honest, you got to work with the idea, what can you justify? What is going to make you sleep better at night? What is the true tax law? That’s the question Alright, guys, this is the last about minute and a half of the show. Again, this will be the last Dr. Friday show for uh Um for now. I don’t expect to come back on, but I do have a lot of friends on the radio, so hopefully I’ll be invited to be on some of their shows. You can always catch us at drfriday. 45:47 com. We’re gonna be starting some pretty cool um and interesting topics that we’ll be having in there. If you have questions, please still feel free to go to friday at drfriday.com or call me at 615 367-0819. That’s my direct number. 615-367-0819 is the phone number. You can always reach us or you can email Friday at drfriday.com again Friday at drfriday.com the website is drfriday.com it’s what we enjoy doing is helping you guys figure out what’s the the best way? How could I keep more money in my pocket? How can I set up a business and then have it running properly? Not kind of getting love letters from Tennessee Department of Revenue or the IRS because things weren’t filed properly There are ways you can just set it up. It is not that complicated once you understand what the expectations are. So again, I am Dr. Friday, an enrolled agent, licensed by the Internal Revenue Service to do taxes and representation. I’m here in town and have been for the last 33 years. If you need help with taxes, accounting, IRS issues, state of Tennessee issues. It’s what we’ve been dealing with for all these years, and we’d be more than glad to talk to you and help you do whatever it is to keep your business running safely. 47:08 Cop ya later.

June 9, 202646 min

Dr. Friday Radio Show – June 6, 2026

Dr. Friday opens this episode with one more reminder that the Tennessee disaster-related June 8 deadline is about filing extensions, making payments, and avoiding avoidable penalties. She explains how missing or undocumented extensions can turn into failure-to-file problems, then walks through IRS notices, abatement, and why real human resolution still matters. Later, she covers gifting after estates or lottery wins, mortgage payoff choices, where retirees might park cash, extension filing questions, and home-office rules for young earners and W-2 employees. Summary Points June 8 disaster deadline: Dr. Friday reminds listeners in affected Tennessee counties to file, pay, or document an extension before the deadline, especially if they cannot finish the return. Extension documentation: She discusses Form 4868, certified or tracked mailing, federal disaster notation, and why e-filing an extension may not work after the normal April deadline. IRS notices and abatement: The episode covers missing-return letters, first-time abatement limits, duplicate 1099-S home-sale reporting, and the frustration of trying to resolve clear IRS matching errors. Estate and lottery gifting: Dr. Friday explains why taxes should be handled before gifting estate proceeds or lottery winnings, especially when withholding, Medicare IRMA, or other income can change the final bill. Mortgage and retirement cash planning: Caller topics include whether to pay off a low-rate mortgage, whether the mortgage interest is really helping on taxes, and how retirees might think about CDs, bonds, annuities, and liquidity. Business and home-office deductions: She touches on small farms, LLC or S-corp questions, young gamers or influencers earning money, and why W-2 employees generally cannot deduct a home office. Episode FAQ Q: If I missed the April 15 extension deadline but qualify for the disaster extension, what should I do? A: Dr. Friday says to mail Form 4868 with tracking and the federal disaster information by June 8 rather than assuming a late e-filed extension will work. Q: Should I give away lottery winnings or estate money before filing the tax return? A: She cautions against it because withholding or estimated payments may not cover the final tax, and Medicare IRMA or other income effects can also change the outcome. Q: Is it better to pay off a 4% mortgage or keep the money invested? A: Dr. Friday says the math may favor keeping a low-rate mortgage if safe returns are similar, but paying it off can still make sense for peace of mind. Transcript 00:00 She’ll cure your tax problems or your financial woes. She’s the how-to girl. It’s the Dr. Friday Show. If you have a question for Dr. Friday, call her now. 737-WWTN. 737-9986. So here’s your host, financial counselor, and tax consultant, Dr. Friday. G’day, I’m Dr. Friday, and the doctor is in the house. Um, and it’s gonna be a an interesting show, I think. For one thing, Monday is our big deadline for anyone that may have been in the 23 counties, which is almost everything around us, Davidson, Rutherford, Murray, um, you know. um Hickman, all of them um are under this major disaster um deadline that extended first to May 22nd then on April 15th, they extend it to June 8th. So all of us need to make sure that they’re filed and paid and dealt with. Um, at least, you know, even if you haven’t filed your taxes, if you’ve made the payment so that your taxes are paid in full or as close as you can estimate, because sometimes I’ve got a number of clients that are still waiting for K1s So it’s not like we can complete all returns, but we have the ability to complete as many as we can or make payments by by Monday so that we keep all of our penalties down. 01:23 We don’t mind not paying the government, but if we have to pay them, we don’t want to pay them with penalties and interest. So I had an interesting situation this week. Um pretty much I find it interesting Interesting, everyone else may or may not. Um, I found that we had a situation where a tax player had it paid um that they they came back, the IRS came back and said, you haven’t filed your 2022 tax return. And we’re sitting there going, okay, um, we show we filed it. We, you know, made all the payments, everything was done. We even sent in the payment with the last, with the filing. And so we’re waiting to find out. But then we um During that same time, the taxpayers had some issues in the past. So not knowing that, we just tried to put a waiver in first-time abatement. It’s an easy waiver and it makes things easy. And then we got on the phone with the IRS and the lady turns around and says, Well, you’re not going to qualify for first-time abatement because you’ve already had abatements in the past. Now we’re talking $46,000 abatement we’re working on here. So this isn’t, you know, a petty cash situation. Um, and and it’s basically coming failure to file the tax return. And so we’re we’re working on that and we have documentation and we’re showing. 02:39 But it’s uh it’s gonna be interesting. And then in the last week or two, I’ve seen Several well probably about four people that have received a notice on 2014 or 2024, 2023, 2022, and says they have not filed those tax returns. returns yet they know they filed them. They even have proof because a lot of them are e-filed. Um but the government’s saying hey EFU filed, you’ve got to resend a copy of that tax return and you need to sign it So you can submit it. But what you have to make sure is is that A, that you show payment in full. This couple did pay everything in full by the uh due date. Question is um The the biggest question that we have to find out is was there an extension file? Because then they were filing late and there was no extension. Always file your extension is what I’m trying to say. So if you have not completed your taxes yet. and you have a situation where you may not be able to file them by Monday, make sure you have filed an extension. And to do that, you have to certify one in. You cannot e-file an extension at this point. The IRS basically looks at extension due date as April 15th. But because of the federal disaster we’re under, you will qualify. 03:58 for an extension, but you have to document it, right? So you need to make sure you send in a certified copy along with on the IRS website they have the federal disaster extension. So you can actually put in the federal disaster or FEMA number that you can use for for your extension. But it’s very important because if you have not filed and you You know, may not be able to. And I know sometimes people listening, you don’t file because you don’t have the money. And it’s not necessarily the best plan, but I get it. Sometimes, you know, you’re just thinking, what can I do to survive? And sometimes surviving is I’m not going to uh file. But Your best bet is always file an extension if you’re one of those individuals. So that gives you until October. And then take that time and try your best to file the paperwork, even if you cannot afford to pay it because then you don’t get hit with failure to file, right? Failure to file just means you didn’t do the documentation. Now if you didn’t file an extension and you filed it in October, that’s failure to file because there was no extension on file. These are the kinds of things you have to make sure. And no matter if you have a tax person or not, you need to make sure that those extensions have been filed. 05:14 We do a lot of tax returns in our office and we do our very best to make sure everybody that we had the year before have been extended and we do it pretty early for probably some tax offices may not do what we do Because of the fact that I’m always afraid I’m a small office. And if something happens to me during the months that taxes are needing to be done, Then my clients could be out for a period of time, or you know, I’m not able to get them done as fast or whatever. And that’s very important to me that they’re covered at least If they have an extension on filed, they’re not going to get hit failure to file. They could still get hit with failure to not make proper estimate takes me. They could still get hit with uh not making proper payments. But the failure to file would not happen because the extension was on in play, right? Unless you wait till after the due date. And then, well, there is no extension after October 15th, unless you’re under a federal disaster extension. It’s that simple. So you just need to make sure that right now, if it’s the weekend, and so if you have not filed um your taxes and you don’t know if an extension’s been filed and you can’t reach your tax person on the weekend and You don’t want to wait till Monday. 06:30 Pull up a 4868 right on the IRS website. Pull up the extension um information, put it right at the very top. 4868 is about the easiest form in the world to prepare. It’s got your name, your social security number, your address. Um, and then it’s got like how much money do you think you paid in, how much money do you think you owe? Um, but you know, if those numbers are zeros, that’s still accepted by the IRS. If you don’t know those numbers, you don’t have to fill them in So bottom line, file that form, go to the post office, use priority mail, or go to FedEx or go to wherever you want to go. Make sure you have tracking. That’s all I’m going to say on that subject Because tracking is so very important, especially in these kind of scenarios, because the government um pretty much assumes that we’re all guilty, that we’re we’re doing our best to And it’s probably because it’s no different than if you probably have a policeman that’s a friend of yours or anything and they see the world a little different. My sister’s uh daughter married a police officer. And uh he’s an awesome guy. Love him. But he always sees the world as something. 07:42 Um, you know, he sees the negative where it’s not always that negative. So um and that’s because he sees the worst of the worst. I mean the things he could tell you. Um are that way. And that’s the way the IRS. They um most people that are calling or dealing. And I’m probably one of the few people in the world that’s like, we need more people to work for the IRS. And I know people are right this second driving your car or you’re in your house and you’re like, oh my God, this lady is a lunatic. Why in the world would we want more IRS? Because we need resolution officers, people. A lot of my cases could be resolved simply if we actually had a qualified resolution individual that could actually take the phone call and do something It’s hard to get a hold of a revenue officer. It’s hard to get a hold because they’re handling 30, 40, 50 cases. I mean, their table load is amazing. I mean And they immediately pretty much, if they don’t hear from somebody, if they don’t have something, that can go immediately back to the queue and they can get it off their desk. And in trying to call or resolve, the only way um if you cannot do it over the phone with a collection, because that’s usually who you end up with, is collections. And so, and their job, keep in mind, their job for the collection division of the IRS, basically all of the IRS, their job is to collect money. 09:06 Right? They’re a collection agency, a massively huge, huge um collection agency. But that agency is going to have situations where people amended tax returns. People had, I had one, it was kind of a crazy situation, but actually it’s happened twice. Um, and we have one both times, but it’s it should be such a simple fix They sold a house and somehow the closing agent as well as their own uh the buyer’s agent both sent 1099s on the sale. So they got two 1099 S’s Same house, same address, same date of closing, yet the IRS got two of them. So what do they do? They’ve changed the tax return saying you have not reported all your sales uh you missed your your sale of your home and that you um now owe hundreds of thousands of dollars. Um the clients freaking out because they’re like I only sold one home. Why would they think I sold it twice But again, most of the time you’re receiving information from the IRS is from a computer. A computer is generating the responses. I’m not sure how AI it is, but it’s definitely a machine that basically says, okay, there’s a collection issue. 10:23 We’re doing matching. If this match doesn’t happen, we’re changing the tax return, sending out the letter that says, oh, we’ve changed this tax return you need to respond by blah blah blah um and so in this situation it took us a year and a half to finally get through the tax advocate office, may I point out, that this was such a simple fix. And if they had had basic normal resolution people that could easily look in See the two 1099s, see the date of closing, see the business, uh the address of the closing, and then look at the forms that we uploaded, which was the sales documents This would have been a two-minute fix a year and a half later, besides seeing love letters from the IRS that keep saying that they owe more and more money. And you know, people kind of freak out over that. So it is one of those things you just You need to stay on top of, but it would be nice if Uncle Sam could put a few dollars and do not tell me we’re gonna go AI, people I’m not opposed to AI. I find it has its uses, but when I have a problem, I have an issue. With a business, it doesn’t make a difference if it’s just customer service. 11:37 I want to return a product, whatever. And I have to go through 20 minutes of some computer named Al um that is trying to help me resolve my issue, it’s just very frustrating. Maybe it’s my age, maybe it’s just the way I speak, because apparently it sometimes it doesn’t understand me. But it is very frustrating when you’re doing that. I had an auditor that to get to the auditor, it was a 26-minute AI meeting, I guess you would say, where I had to keep going through this this uh AI answering service to get to this person. I had their extension. All I needed to do was tell them one or two things. Meanwhile, I finally hung up to be quite honest. And I decided to go directly to the emails, right? Which is probably what most people would have done. But sometimes it’s just easier to talk. You know, I love to talk. All right, we’re going to take our first break. 12:31 You guys can’t join the show. We are live today, 615-737-9986. 615-737-9986. We’ll be right back. 12:43 Alrighty, we are back here live in studio with the Doctor Friday show. And I guess I need to go ahead and start saying that I am Going to after 17 years, uh Dr. Dr. Friday show is going to move to the internet. Yes, um, we just had a lot of people people that want to be able to do more that direction. So we only have a one or two shows left and then we’ll be going 100% through you guys will see a YouTube stations and we’re going to do a few more things like uh bring it more directly to you guys, but this radio show has been absolutely awesome. And uh I always hope that all you guys that are listening will just go to the drfriday.com and um follow us there. Just put your name out there, sign up so you can find out how you can uh keep giving me uh this kind of information as well as keep the education, but there’ll be a lot more documentation where you can search and find out more topics As you guys know, I love doing the radio and gosh knows I never like to stop talking. So can’t see that happening anytime soon. But if you want to join the show today, you can 615-737-9986-615-737-9986. We’ll take your calls talking about taxes. 14:01 So I did have um a gentleman come in this last week that had um I don’t know if it’s interesting, it’s probably more normal than most. His uh mother passed away, which unfortunately we all uh are gonna have a time clock on us, right? So his mom passed away. She had a will, but the will was older and he he had been taking care of his mom and she had wanted him to make sure everything was um split evenly between his sister and um and him. Basically it’s just the two of them. But you know the the at the time the will was written, the daughter and the mother were having issues um and uh she never updated the will. So in theory, he is the only beneficiary of everything that mom left. And there wasn’t It wasn’t a multi-trillion or billion dollar or even millions of dollars. It was a nice estate. And he was trying to figure out what he could do because the PODs, the paid on death and everything is going to go to him because that’s what the will says. And so he’s trying to figure out how can he make mom’s wishes that he knows what mom wants. But still the courts and and everything are saying that he’s the only beneficiary, can’t do anything. 15:22 And that’s the beautiful thing of what we call gifting. So what he’s going to do is make sure everything has been cashed out or rolled over. And then he is going to take 50% of the estate and gift it to his sister. Now, I know there’s a lot of people out there that have family issues that I’ll be honest I can’t totally relate to because I have very fortunate to have um At least six of the seven siblings. There’s seven siblings older than me, but six of them are my absolute best friends. So I can relate to this gentleman. You know, we’ve all had our years of fighting. We’ve all had our years of being um ounts, I guess you would say, with the family. But as you grow older and as you grow maybe mature a little bit It’s nice. So you’re able to move on and you know forgive. Now we all take big family vacations, which I looked forward to. And Their children now are getting ready to have children. So that’s another change in life that we all deal with. Um but in this gentleman’s case, I think it’s It’s admirable, to be honest, because I’ve had in the 33 years, 33 plus years I’ve been doing um taxes and accounting here in the Brentwood Nashville area. 16:38 Um it is um I’ve had a number of people that if they were the only beneficiary no matter what Um, especially when you know we’re talking, you know, probably about six, seven hundred thousand dollars that would be going to the sister, it’s a a very healthy amount to give. And, you know, if I guess, you know, sometimes you just have to look at your life. You have to look at what what’s the big picture, in my opinion. This guy had the perfect attitude. He he he and his sister really don’t get along. That’s the funny part. It wasn’t something, you know, I mean, it’s not like they’re best buddies and he’s just doing this because he knew No, mom wanted him to do it. Him and his sister haven’t spoken to, I I don’t know if I said this or not, but haven’t spoken to each other for about four years So whenever um whatever forgiveness that was given by mom, not necessarily by this guy. And and he doesn’t care to necessarily open that, but he wants to make sure what mom wanted is being done. And I’m just saying, you know, sometimes people get so hooked into the mighty dollar. And I’m not saying all of us work hard. We need enough. 17:49 But sometimes Sometimes you see some really cool people, and that’s why I love my job, to be honest, um that have given people, individuals on the street. I’ve had people, you know, give tens of thousands of dollars to help individuals that they’ve seen that have gone through hard times, that are going through different types of situations. And like this gentleman, you know, when his mom passed, knowing what she wanted, gifting his sister after IRS gets paid Um, so it doesn’t cost him anything, but dividing the estate at that point is I think a huge, huge thing to do. Um, and I think personally, you know, you do good things, good things will come to you Um, but may not, I mean everyone knows you have to do what you have to do, but um when you’re dealing with taxes in this situation, he had several taxable accounts. So the thing you don’t want to do is split the account before you’ve paid your taxes. He’s the liable person. He has to pay the tax He then can gift it to her, but her her share will not be taxed. Gifting means the person giving the gift has to pay the tax. The person receiving the gift does not pay any taxes. So in this case, he’ll pay all the taxes, then whatever is left, he’ll do his split based on that information. 19:09 And that’s all I was gonna say is that a lot of times people gift things. I had a person win the lottery last year. Million dollars. He was so excited. And unfortunately, he wasn’t one of my usual clients. He had heard me on the radio. And um, so he went to a I think HR block or something And um and he’s like, oh my god, I owe $175,000. And when you win the lottery at that dollar amount, they will take some money out Withholdings based on whatever you tell them. I don’t know what he told him, but they were short. And meanwhile, this was a very happy grandpa that decided to give away all but about a hundred thousand dollars. He gave it to his grandchildren, his children. This was his way of just, again, a wonderful gift. But in this case, he gave before he paid Uncle Sam. Now, this is not a good thing, people. You do not, because he can’t, he, he could, I mean, obviously he could have gone back to his family and said, hey, what can I do? But what we ended up doing, this is the the sad side to this. So this gentleman went out, brought a lottery ticket, won a million dollars. 20:24 Um, I think they withheld like 150, still owed like 175. Maybe it wasn’t quite that bad, because he also earned a decent living. Um, and so he had to get a second on his house. Yes, he actually went and got a mortgage to pay the IRS and then he was going to continue to pay that off versus Going back to his kids and his grandchildren and saying, hey, um, I shouldn’t have you know paid all that to you. Can you each give me 10% back or whatever it was that he needed? So, lesson in that one is do not give away anything if Uncle Sam is in any way tied to it until you have filed, physically filed your taxes. People will say, hey, they took out the money from my IRAs or whatever. But you know, when you combine that with other income, sometimes you owe more money And you know, sometimes your Irma can get messed up. All kinds of things can change in these scenarios. And if you don’t do it the right direction, you’re in trouble. It’s just that big, you know, and this gentleman was fortunate enough He still worked. He still had a good job. He was able to go get a mortgage. Um, I think it was a line of credit. But either way, he went and got a second on his house, paid the IRS. 21:39 Now he’s gotta pay off his house again. But it’s a gift that he didn’t want to taint, I guess you would say. So my you know advice is if you happen to win the lottery, before you even pick up the check Talk to your tax person. If you don’t have one, find one because this is going to create a taxable situation. And many of you that play the lottery, some are on older, younger, but if you’re over the age of 65, that winning can mess up your Irma. And that’s what happened also with this gentleman. He was over the age of 65 on on Medicare. Um, and he, you know, winning a million dollars kind of messes up your um your Irma. So, and that’s your Medicare, what you pay for Medicare. So again, so if you want to join the show today, guys, you can 615-737-9986. 615-737-9986. It’s an absolute beautiful day. So I know a lot of you guys are out. doing things and I believe there’s a big thing going on downtown. So the big country people and everyone’s in town. So many of you guys are either working and or attending and enjoying that I know I was out dealing with my bees, pulled a good 20 pounds worth of honey. 22:56 So very excited about that. So always love my honey pulls. But If you have a question, you maybe you’re starting a small business, maybe you have a small farm and you’re not too sure. I had a lady come in, she did not know that by all keeping all of her goats and her chickens, and she actually sold goat milk and eggs. that she could actually be showing that as a farm. There are certain things you need to be doing. There are certain criteria you need to follow up on. Treat a business like a business is probably the motto. But, you know, she was probably missing out on some serious tax deductions considering that she had to build chicken coops and she had to bush hog and buy the tractor and the the brush hog and everything. So all of those things come into play and those are tax deductions when it comes to maintaining a working font. So if you’ve got questions on that, or you have questions on just, hey, you know what, I’m going to start a business. Everyone keeps telling me, should I be a sub-es corporation? Should I be an LLC? Should I just be a sole proprietorship? How do I know what’s best for me? Well, there are answers to that and you can ask on the show if you want. Six one five seven three seven nine nine eight six. We’re gonna take a quick break. 24:05 When we get back, we’ll get to some more questions. You can also email Friday at drfriday.com. We’ll be right back. 24:12 Alrighty, we’re back here live in studio If you want to join the show, you can 615-737-9986. 615-737-9986. And we have Dave on the phone. And let’s see if I can help Dave. Hey, Dave. Hello, how are you? I am good, sir. How about yourself? Great, great. Just have a quick question for you. I have a house that I bought. I owe about a hundred and twenty thousand on it and I have uh probably double that in savings in the bank and I’m just wondering if there’s any advantage to paying it off, which I could do. And what’s your interest rate possibly uh four Four percent. Yeah. I mean my answer would be if you put that in any kind the money you have that’s just cash into a CD, you should be able to make four percent still. even now. Right. Um, and that means you’re basically operating off free money. It’s not costing you anything to have that low You know, and if you can make four and a half, well then you’re actually making money on someone else’s money. You know what I mean? So unless you’re only making two or three percent, which does happen sometimes. But if as long as you’re making four to four and a half, then you’re basically not costing you anything to have that mortgage. 25:31 Okay, okay. And is there any advantage though to keeping it as a ta uh do I use it as a as a tax deduction? Not really, because it’s probably not high enough when you’re talking about four percent on a hundred and twenty thousand. That’s probably gonna be six six yeah, I mean that’s the good news. Um So it’s probably not really saving you any tax dollars, to be honest. You’re probably not itemizing unless you have big property taxes or or nice size charitable contributions. Right. I don’t the taxes are exactly. Well that’s what we kinda like, even if you’re in Franklin, I mean, they’re not cheap, but they’re Not enough to get if you’re single and if you’re married, gosh forbid, because now you got more than thirty-two thousand dollars, but single at least is sixteen and a half or thereabouts. Right, right, right. Okay. Well that’s that was curious because I I don’t know, you know, my wife thinks that well if we pay it off at least we own it and all we gotta pay is the insurance You know, but so I think it’s a good thing. And depending as we um get closer and closer to the the date of retirement, if that even exists for some people, hopefully it never happens for me. But Um but you know, that’s the way we all deliver like so you’re probably at that point where it’s like, you know what? 26:48 We don’t I mean we don’t have to worry if we just go pay it. Right. I mean I’m saying it’s more peace of mind. It’s not necessarily mathematically the the biggest or you know the strongest thing to do, but there’s nothing wrong with doing I mean seriously. There’s nothing that be bad and you know in some ways you can’t write off the interest, but you have to pay tax on the interest. So maybe costing you that way Um, if I, you know, I’m just trying to look at the cup half full. I do like your wife’s theory there. So, you know, maybe just no the cash flows out. Yes, you don’t have as much in the bank today, but you don’t have to worry about paying tax on that interest And you still you’re not taking you guys down to where you’re not going to have enough money to live. You know, it sounds like you have plenty of of savings. You’ve done a good job. So maybe just paying it off will give her peace of mind And that’s a big thing. You know, there’s some value to that for you, I’m pretty sure. Um my side of it is that that takes away uh ready cash that’s tied up in equity then and that means we don’t really have access to it anymore, you know? Well, that’s always what most of us you know, a lot of us on this side our thinking, but the fact is if you still have a hundred grand in savings and your cost of living is and you still get your social security or whatever your pensions, all that’s still coming in. 28:10 You know, what’s the odds of you needing more money in the bank because if you’re going to reduce now you don’t even have the mortgage payment anymore? You know I’m saying it’s probably not I mean it’s more the security blanket that all of us like to have. I mean when I was a kid I always thought if I had three or four grand in the bank I would have been So awesome, you know, it’s just enough to take the the stress, and then as you get older, you’re like 30 or 40, and then next is 300 or 400. Um, so you know, it you know, it just changes as we get older and realize that, you know, for one, now that you’re retired, you’re less likely to ever take another mortgage. I mean that’s just the truth. Unless you guys have to do that, you can’t do that. Yeah, that’s not in the car. But can I ask you one more question then? Sure. Um really quick. What would I what would be the best place to park the rest of our money? It’s sitting in the bank. I sold off some property stuff and have the money sitting there. Um but what would what would be the best place to put it because I’m only making nothing having it sitting in the bank account, you know. Yeah, you need to um Yeah, you you need to probably talk to and you may have one, but you need to take an it needs to be invested in the market in deferred bonds. It needs to be in, you know, uh mutual fund. I mean it needs to be some, not where you can lose it. 29:24 I know at this point we don’t want to go backwards ever. Maybe a small portion could be put into the market just to help keep up with inflation But you know, there are bonds, there are annuities. Not uh not everyone likes the word, but there are some good annuities out there that you don’t have to stay into for 20 years. But I would definitely say insurance products and bonds will keep it safe because that you’ll never lose the principal. But you may not have direct access to all of it today. If it goes into an annuity, sometimes you only have once a year, you can take it out. But Again, it sounds like a lot of the money you have in savings. I mean, you you probably are living off of your normal income Other than if there was like a catastrophe. You know what I mean? And we now know that’s why you have it. But I mean it just doesn’t sound like you have a major issue with the rest of it So it sounds like to me you pretty much need to put that money somewhere where it could keep growing. God forbid something happens to you. Um, that you’re able to um go on and do something new, you know, with Um with with you know, so your wife would have easy access, be able to continue the life she lives, because once one of you passed away, sometimes The Social Security gets cut in half, basically the only one person. 30:38 And then depending on if were the pensions or IRAs or whatever, sometimes that also reduces. So You know, they may need more money because the lifestyle doesn’t change just because there’s one person in that house costs the same, you know? Yeah, and my my fear is I I’m seventy now, I’m only gonna make it ’til about seventy five, but you know, five years from now. My wife’s family, they live the the women live till their late eighties and she’s gonna need the money, you know, at some point to live on. Sure. And that means she may end up in a nursing home and so she may need to have some sort of monthly allowance because depending if there’s children, I mean there’s all kinds of things that It could be, but having that plan and also I will suggest, depending on your situation, make sure you have a goodwill or trust. I you know I’m not an expert expert, but I’m not sure if you’re not taken care of. Yeah. Oh good, good. Because, you know, again, my family’s like yours. We haven’t had in three generations any of us make it to eighty. Um, but you know, my brothers have married girls that they’re Their moms are now ninety-five and still going strong. You know, I mean so it is one of those things. I just want to I just want to plan ahead, you know. I like it. I I’m glad you’re thinking about it. I know, I know. 31:50 People get people look at me, but it’s like it’s for you, it’s not for me. I’m you know I’m trying anyway. But thank you. No problem with that now. Thanks for listening. Okay. Appreciate you. Thanks All right, let’s hit Will before the break, if we can. Hey Will, what’s happening? Hey, uh, Dr. Friday, I appreciate you taking my call. Hey, uh, I’m going to talk about the extension, file an extension it You said you you need to mail something? ‘Cause I’ve done it online before. Yep But if you haven’t filed it by no, um so let me clarify. If you filed it back in before April 15th and you filed your normal extension, you’re fine. You don’t need to do anything. But some people did not file by April 15th that are listening. And I don’t want them to get hit with failure to file. And if they haven’t, because of the federal disaster extension we’re under They can still file an extension up until Monday. Those people. You may have already done one. No, I have not filed and I was gonna file the extension. This afternoon, tell you true. Okay. 33:00 Yeah, not I need to mail it. Right. My system will not I mean like my e filing system says because the fact that we’re out that my tax software doesn’t take in account that there’s a federal disaster in Tennessee. So it just looks at the normal clock. So I think you’ll run in. Now I haven’t tried anything on the IRS website. I’ll be honest. I’m just using my own tax software, but my tax software says we have to mail it with uh the top has to say federal disaster um you know Tennessee blah blah blah so that way it will qualify and what county are you in Will Um well for Okay, you were under it. So yeah, you’re good. As long as you get it sent out by Monday, you will be good until October fifteenth. Yeah, uh I had uh file uh two years ago. My uh CPA uh got overwhelmed and didn’t do mine So he told me to finally got a hold of him and he said go online and file it. So that’s what I did. I re uh found another CPA last year and that didn’t work out. So this year Um need to find another one so I’m uh going to file extension and get that done later this summer. So Well, give me a holler, but I’m a little far away. 34:17 But yeah, so clarify and and if for some reason I’m gonna try the IRS website just to see if you can file on that one. without having um, you know, because we’re outside of the thing. But again, my software tells me I have to send the extension. Um You know, via mail. Okay. Yeah. Okay. Oh, I appreciate them. So thank you very much. No problem. Thanks for listening. All right, guys, we have a few more minutes before we go into the last break. So if you have a question, you can certainly join. I always appreciate phone calls, 615-737. 9986-615-737-9986 taking your calls talking about my favorite. subject, which is taxes. But it’s amazing how taxes feeds into so many different things within our life because taxes is basically money. And if we can save money, what we can do with it, or if it’s going to cost us money Um, I deal with a lot of financial planners. One of my my best friends, Hank Parrot, is uh is a financial guy with Estate and Financial Strategies. He’s the owner. We’ve known each other for goodness 30 plus years. Um, and so he often brings in his clients and we do what we call scenarios, right? So what if I convert? 35:32 What if I retire today? What if I wait a year and I retire? What if I go to part-time So you need to make sure, whoever’s dealing with your money, however you’re dealing with your money, that you have somebody that’s giving you that tool because we find it to be so helpful in making those major life decisions. What’s going to happen, how it’s going to happen. Because you know what? We never know what the the final day is, but we want to be prepared. All right, we’re gonna take our last break. 35:59 This is the Dr. Friday show. We’ll be right back. 36:09 Alrighty, we are back here live in studio for the last bit of the show and I was trying to just see if you could file. Unfortunately you have to file um when you’re doing this, you know, um Filing an extension online. You guys have no idea what I’m doing because I’m on the radio and there’s no picture. So trying to file something online, trying to see if they will let you do it. It doesn’t look like it. I’m trying 1040.com, which is a free filing system that they have out here, and I’m just trying to see if they will allow me to File this form for free without an issue and you know make things work for us, but I don’t know. I don’t think it’s gonna happen. Anyway, so If you guys are not uh if you’ve already filed your taxes, no big deal. If you haven’t filed your taxes, then obviously you need to make sure you have filed the extension or just make sure your tax person has. It is not a big deal. If you have to file an extension, I’ll be honest. I file extensions just about every year. Very rarely have I ever been able to get to my taxes, and I don’t even do my own taxes, um, before um you know, before October. 37:27 It just isn’t something I do. It doesn’t happen too often. But some people are very Particular, wanting to make sure that um, you know, that you, you know, they get everything done and they’re making in the right place. And Everything’s going the way you want. So, you know, just making sure all that’s there. So if you have questions, you need to understand your tax situation because you know, on the radio we try to talk about what we can do, what we’re gonna do, how we’re gonna do it. Um that’s interesting. You guys again, it’d be nice when there’s a camera in here when I’m talking because sometimes you guys could see some of the things I’m seeing when I’m looking them up. But I’m on 1040.com and it’s asking me about a state tax return. Does anyone know the answer to that? If you don’t, you probably haven’t lived in Tennessee very long. We do not have a state income tax any longer. We used to have the Hall’s income tax Um, wasn’t really income based. It was more investment based, but we called it the income tax. But we no longer have. And they are saying, well, you know what? There’s a fee for that. So they’re already hitting me with fees and all it was trying to do was a negative extension. So that way I can try to figure out what’s going on and where we’re going for the next situation. But If you have questions, you need to be able to get answers. 38:42 That’s what we’re hoping to do, hoping to guide, hoping to at least get you thinking about taxes, right? Because no matter your age, Really, no matter your age. So you’re a 13 or 14 year old, but you are a gun-ho. You have already been on the internet playing games And actually making money. I’ve got some gamers that I could tell you I don’t understand a thing they do. I’m almost 60 and that the age doesn’t necessarily mean anything, but I’m still into Pac-Man. Okay, so then what they do and how they play and then how they actually make videos of how they play and then how they get followers, all of that is fascinating to me Um, and of course, you know, if they get you know tens of thousands of followers, they’re actually making money. And then the parents are like, well, it’s okay for them to be gaming, even though let’s be honest. I don’t care if you’re a 14-year-old and you’re making $1,000 a week gaming, that might sound good, but in all reality, What are you doing besides gaming? I mean, you know, I mean, you need a life. I’m sorry. You need to be able to have an actual life. You need to go to school. You need to learn about other things other than playing a game. Because in reality, every person, I mean, no matter what, if you were um in my day, a lot of us wanted to be rock and roll stars or we wanted to do different things. And I’m a tax person. 40:03 I even went all the way through college, have a PhD in economics. I’m your tax person, right? We all make choices, we all think there’s different things, but without the education You can’t do anything else. So I just want to make sure, you know, I have um a young man that at 18 he had to be emancipated because he actually signed a contract for several million dollars to play golf. He had the opportunity to go to a very nice college and play golf, but the parents felt that that wasn’t going to be his strong suit. I don’t, it’s not my child. I have no idea what the answer is, and I don’t ever want to be someone’s uh, I mean, I’m I’m never going to be someone’s parents. Uh so there you go. And I just want to make sure that we have, you know, what we need. So um, but parenting is hard, I get it. And now with all of this new technology where you’re an influencer or you’re a gamer or you know you you are um there’s several young people out there most of the ones i follow um great cooks But they have some unique approaches to cooking. Um, I am not creative. I mean, obviously I’m a tax person. There’s not a lot of room for creativity. It’s more about knowing what you need to do and how you’re supposed to do it than the other way. So um You know, just making sure that you know what you’re doing and how you’re going to do it. 41:23 And then, you know, you can you can make things work. It’s it’s not that hard. But that being said, you need to Make sure you’re doing everything you can to save taxes. So if you have a child that’s gaming, you know, um, and if they have had to spend money to do things then they need to do that if they’re having to pay for uh video time or cameras or you know even a percentage of the house used for um you know, for their business. Now, if it’s in their bedroom and they’re playing games, that is not a home office, people. I can’t tell you how many times people tell me I live in a one-bedroom apartment. And and half of the apartment is for business. And you’re sitting there going, well, how can half the apartment? I mean, said so, do you have a, you know, like a temporary wall you’ve put up and you’ve kind of set up a whole office such You know, well no, I just set up in the front room, front room, on the sofa with the edge table and the big screen TV IRS is probably hearing this and saying that is not a home office. And they are right. That is not a home office. And a lot of these people nowadays, a lot of you guys can do work from home Now, if you’re a W-2 employee, let’s keep in mind a W-2 employee cannot deduct a home office, even if you work from home And I know I get this question almost every week from somebody, so I might as well go ahead and give it to you. 42:47 The reason for that is the IRS says you’re not putting wear and tear on your call. So you are going to have to or you should get the use of your home. So you can’t can’t pay for commuting, right? When you go to work, no one gives you extra gas money because you’re actually showing up at work, you know, driving. And that’s the same way if you have a home office, same exact thing. So just making sure that you have that information and that you’re doing it the right way Um, so we can try to go through there. If we have someone on, let’s go ahead and grab him really quick. Just put him on the line because we only have about two minutes. Sterling, let’s see if I can get Sterling in Spring Hill. He’s in my town. Hey Sterling Yes, I’m uh I’m seventy-nine years old, single, just divorced the first of January. I have a total I work for the IRS for two years, by the way I have um basically an income of a pension from Ford credit for eleven thousand dollars $26,000 in Social Security benefits. I have a 401k that I’ve built up but I don’t use, which is $20,000. I I I tap it every once in a while. 44:03 I won’t own the house completely clear. Uh-huh. I have um my question is very simple Uh unfortunately I when I got my divorce, my wife didn’t want to get a divorce last year and I ended up having to file marriage files separately, which was horrible Yeah. But what I wanted to know is what are the if in terms of my income, what would I be able to do? I’m married, fouling single, no dependence Right. That’s basically my income I just gave you in the last minute. So half of your social security is a good one. You could do that. It would not be tax free. I would suggest spreading it over two years. Right. Right. But it’s actually. And also do they still have the six thousand dollar deduction for singles? Yes, sir. About twenty-three What’s twenty three plus six? Twenty twenty-nine. How much income do I have in the high Total income do I have taxable. 45:16 You said you had twenty six thousand, eighty-five percent of that’s roughly twenty-three, twenty-three, four. Not eighty-five percent. I’m a single Over sixty-five and seventy-nine years old. It should be fifty percent. So security, social security, you would have fifty percent. Did he make it? No, the maximum is eighty-five I thought it was fifty percent under the new Trump plan. No, sir. If it’s eighty five percent, what is what is my adjustable gross income? Right. So I think you basically be very close if you but if you’re adding the additional twenty thousand you’re gonna end up with some taxable income Um but what would what would my taxable income be if I drew it on an income of fifty or seventy thousand? I would be paying twenty percent on it. I pay no it it would only be a good thing. I paid when I was at work I’ve I’ve already done that. It’s a 401k, so I’ve got basically w it’s based on whatever my taxable income is now, is that correct Yeah, your tax rate would be twelve percent if you took it out. But I’m saying if you spread it between two years you probably could get it almost for nothing. But I would have to look. But we’re winding down the show. I’m sorry. 46:26 We’re gonna be four seconds and I have to be off So um if you want, call the office. The phone number is 615-367-0819. And this is the Dr. Friday Show. Call you later.

May 25, 202646 min

Dr. Friday Radio Show – May 23, 2026

Dr. Friday opens this Memorial Day weekend episode with practical reminders about the June 8, 2026 Tennessee filing and payment deadline. She explains why extensions only move paperwork, not the need to estimate and pay taxes, then takes caller questions on inherited trust assets, a California home sale, insurance proceeds, commission withholding, ESOP shares, retirement distributions, and IRS notices. The episode stays focused on documentation, timing, and avoiding avoidable penalties. Summary Points June 8 tax deadline: Dr. Friday reviews the disaster-related extension and reminds listeners that payments and estimated taxes still need attention even when returns are extended. Estimated tax penalties: She explains why taxpayers can owe penalties even if the full balance is paid by the annual filing deadline, especially when quarterly payments were missed. Inheritance and trust questions: A caller asks about Tennessee inheritance tax, revocable trusts, IRAs, annuities, step-up in basis, and whether trust income should pass through on K-1s. Home sale and insurance proceeds: Caller topics include filing a California return after selling a parent’s home and whether excess insurance proceeds from storm damage are taxable. W-2 withholding and ESOP planning: Dr. Friday discusses commission checks, changing from self-employment to employee status, limited W-2 deductions, and tracking ESOP basis. Retirement and IRS letters: The show covers Social Security and RMD filing thresholds, retirement tax planning, IRS direct deposit issues, and paper audit letters requesting income documents. Episode FAQ Q: Does a tax extension mean I can wait until October to pay? A: No. Dr. Friday explains that an extension generally extends the paperwork, while taxes should still be estimated and paid by the applicable deadline. Q: Are insurance proceeds taxable if repairs cost less than the claim payment? A: In the caller’s situation, Dr. Friday says insurance money for property damage is generally not taxable income when it restores the property. Q: What should I do if the IRS sends a letter asking for W-2s or 1099s? A: Dr. Friday says to provide the requested documents and consider checking IRS transcripts so any mismatch can be found and corrected. Transcript Announcer 00:01 No, no, no, she’s not a medical doctor, but she can sure cure your tax problems or your financial woes. She’s the how-to girl. It’s the Doctor Friday Show. If you have a question for Dr. Friday, call her now. 737-WWTN. That’s 737-9986. So here’s your host, financial counselor, and tax consultant, Dr. Friday. Dr. Friday 00:29 G’day, I’m Dr. Friday and the doctor is in the house and it has been a wild ride since uh the first of the year, I guess you would say, since you consider They initially extended because of the ice storm into May 22nd. Then on April 15th, they extended us out to June 8th Who knows what’s gonna happen in the next week? It makes my life exciting and and fun, but uh always difficult to stay on top of it. So For all of you that are wanting to make sure that you have made your April 15th payment on time, which means paying it by June 8th. then you should make sure that you have at least the payment made. I mean, if you filed an extension, most of us do, a lot of us will go out until October 15th. But keep in mind an extension only extends the paperwork. Sometimes we’re waiting for K1s. We need to make sure everything is right. We’re not wanting to rush through and complete a tax return just to get it done. Dr. Friday 01:25 But, you know, with that being said, you don’t want to turn around and then end up with um owing a dollar amount and paying it back in October, because if you pay it in October. Then you will have interest and penalties that you have to pay. Just that simple. So making sure that you have everything correct and you want to make sure that you’ve done what you need to do. Then, you know, at least get an estimate paid out there so that way you’re not in a situation where you don’t want to um uh end up with you know i owe ten thousand dollars and now it’s october and now you owe twelve thousand dollars or more depending on the penalties and if you made proper quarterlies and yes for anyone that’s listening There is a rule that says you need to make estimated tax payments if you actually owe more than $500 the year before. Now, that does not mean that everybody has to make them. You can make them through increasing your W-2 withholding. Dr. Friday 02:27 You can make it through if you’re older and you may be receiving um RMDs require minimum distributions. You can have them take out the extra payments. So that way you’re not having to make your estimated tax payment. And talking about estimated tax payments, your first estimate would be normally due April 15th. That would be now due 6. 8 or June 8th. Because of the federal disaster extension. So you had have one due on the 8th and the next one due on the 15th of June um to make them filed on time. Many people are getting, at least several of my clients have gotten letters saying that the IRS is um needing them to update their banking information because they have a refund and in many cases these individuals did not have refunds and they do now because Um, at least in in my situation, several of them had uh we had estimated penalties that um got waived because of the federal disaster in 2025. um and in 24. Dr. Friday 03:29 So some of them have them on one of the other. So again, paying your taxes on time could end up giving you a small refund, especially if you had estimated the tax software to charge a penalty or if you did not make proper estimated again estimates are mandated if you do not pay them properly you will end up with a situation where you have to pay a penalty, even though you paid it all by the April 15th deadline. Dr. Friday 03:55 I can’t really tell you after 30 plus years how many times I’ve had someone say, why are they charging me a penalty when I’ve already paid them all of the money why you know and sometimes it’s three four five eight thousand dollars because they paid it by april fifteenth but they did not make proper estimates Now, if this was a one-time sale that happened because you sold some real estate or something and you weren’t required to make estimates because of the situation Um, and you did pay it by April 15th, there may be a waiver, but in most cases they’re self-employed and they’re just paying all of the taxes at one time. All right, if you want to join the show, you can. 615-737-9986. It looks like we have David on the line, which is awesome. Hey, David, how can I help you? Caller 1 04:39 Uh yes, Dr. Friday. I just had a question about uh taxes, inheritance taxes on a revocable trust in Tennessee. Dr. Friday 04:48 Uh-huh. Caller 1 04:49 Is is there an inheritance tax on uh uh funds or cash on a revocable trust? Dr. Friday 04:59 Well, yes. I mean if it’s over, I believe it’s twelve million dollars or fifteen million, I’d have to look up the exact number. If the estate is over, uh Tennessee follows the federal tax law. So it would have to be higher than that to actually do something. But um if they haven’t, I mean if it’s just a normal estate where you inherited, then the only tax you would have to probably look after would be if it’s an IRA or an annuity. There may be taxable dollars involved in um in those funds and you’d have to pay tax on them. Caller 1 05:34 Okay. Would would that be just the tax on the income generated uh on that fund since the deceased Passed? Dr. Friday 05:45 Uh yes. Well in an IRA it would be tax on the entire thing because obviously it would be no different than if it was your own personal traditional IRA. On annuities, usually it’s only on growth, but I have had some people actually put the money in an IRA. I mean in an annuity from an IRA. So the same thing. It could be 100% taxable. It could just be taxable on growth, it really depends on the investment. If it’s stocks, there’s a step up in basis. So those would not be taxable Mainly I find the taxable falls into IRAs, 401ks, or annuities is where most of the taxable dollars without step ups. Caller 1 06:24 Okay. And and what is the difference between a tax rate on these amounts of thirty seven percent or just your normal tax rate, I think, on income for your bracket? What what do you think? Dr. Friday 06:40 37 is the highest tax bracket anyone pays. Okay, so that’s your highest bracket, um, ordinary income. If you if they file it through an irrevocable trust, which becomes revocable, I mean, um, it’s irrevocable that becomes irrevocable when they die. then then you you you can pay the tax through the trust, but the trust starts at twenty-four percent and works its way up to thirty-seven a lot faster than if you give a K1 from the estate and you file it on your own personal tax return. It really depends it’s that is up to the executor So um I’ve had more than one that says, no, I just want to pay the taxes because I don’t know if anyone will pay them and it’ll be just more headache, you know. Um, but normally it’s cheaper for all the beneficiaries if the taxes roll to the tax Players not through the estate. Caller 1 07:31 Gotcha. Gotcha. Okay. Very good. Uh good. I think you’ve answered my questions there. Dr. Friday 07:37 Thank you for calling. I really appreciate it Caller 1 07:39 Thank you very much. Thanks. Dr. Friday 07:42 Bye. All right. We have Sean and Bellevue. Let’s see if Sean has something I can help him with. Hey babe, how can I help ya? Caller 2 07:48 Hey doctor, thanks for taking my call. Sure. So uh in at the end of twenty twenty two, uh went to California to move my handicapped mom out here to to live with me for me to take care of uh take care of her. And she really didn’t have much, but she had a house and we sold the house. And after paying the loan off and and all the fees and so on, she profited about two hundred and sixty thousand dollars Before we left California I talked to her tax person and I said, Hey, you know, do I need to file taxes on this? You know, w what what should I do? And she said, Well, you know, her only income is Social Security at the time she said yes you you should file taxes. She said but the good news is is that you didn’t make enough profit off the house that she doesn’t owe any taxes on that And that’s just how I left it. I haven’t done anything. Caller 2 08:37 So now we’re getting letters from California saying that she needs to do her taxes because I guess California wants their piece of the Dr. Friday 08:48 Well, the good news is you should file California only because it’s likely that you won’t owe anything, but all they know about is a home sale. So they’re assuming that there is a profit. They’re assuming that there is money there for them to have. If you file the tax return because of the exclusion um that’s on the table, then you are she mom ‘s not most likely. I mean, you said if she if she physically had a $260,000 profit She may be looking at 10,000, which on the federal side would be zero tax. I can’t guarantee on California it would be or would not be because of the exclusion. Um, you would think that would be poverty um at that point if she only had social security and ten thousand dollars. So um, you know, it would not be, but I would say filing it, you may find that it’s just a matter of putting it to bed, you know, just get it done so that way you don’t have to worry about it. Dr. Friday 09:38 Likeli this miss mom doesn’t owe anything, but they’ll keep irritating. And they may even assess. California’s funky because Sometimes if you don’t respond to the letters and they do the assessment, you can’t fight the assessment, even if it’s completely bonkus. Um Yeah, so go ahead and and either if she had an old tax person or call her office or whatever, just you know, get the return done because like I said, it may just be be a matter of getting the proper documents to them to show that this was her primary, that you know she only made this much money. And you know Just because she put 260 in her pocket doesn’t mean she earned 260,000, you know, because she had to pay something back in the day for that house. And maybe it was very little. Um, and then she had to um Then she has the 250,000, but you need to know how much she originally paid and then what she sold it for and all the cost that she may have had going into the house. Dr. Friday 10:27 You might need some of that detail before you call the tax person. Caller 2 10:31 Okay, yeah, taking that into into consideration is it’s was probably a wash. Dr. Friday 10:36 It sounds like it’s pretty much a wash. But you know, yeah, exactly. If that’s the case then you know, even though she had money in her pocket doesn’t mean it was actual profit. So yeah, either way you look at it, just get the information, get it filed, and that would probably just take them off her back. And now she lives Here, it sounds like, or outside of California, uh so yeah, you don’t have to worry about it. Caller 2 10:59 So I don’t know if she’s gonna be around all that much longer, but so can can you do this? ‘Cause I asked my H and R block person when I did mine a few months back and and they said they couldn’t But if you can do it, Dr. Friday 11:10 you can call my office. Yeah, we do them all the time. Sure. Caller 2 11:13 All right. I’ll I’ll give you a call after uh Tuesday, I guess. And we’ll just finish this up. All right. Hey, thank you. Dr. Friday 11:19 Thanks, Sean. Bye. All right. We’re going to take uh a first break here in just a second. Again, um, that’s what we do. It’s obviously taxes for people that may not know what I do. I’m an enrolled agent licensed by the IRS. I have never worked for the IRS, but I am licensed by the IRS for the last 30 years to do taxes and representation. Um, we do all states And we do all tax returns pretty much. If you have a question or you’re getting a love letter, we’ll do our best to explain it to you or help you resolve it Uh that is what we do. And if you need help doing that, we are in the Brentwood area for those that may not want to drive across uh the state because I have people that are hilarious. They will drive all over the place just to get to my office, which is a huge compliment But uh just letting people know and if you want to, you can give our office a call on on Monday or Tuesday. Dr. Friday 12:10 I know Monday’s a holiday, so Tuesday, and we will be more than glad to schedule an appointment. Or you can call us on the radio today at 615-737 -9986-615-737. 9986 will be right back with the Doctor Friday Show. Alrighty, we are back here live in studio and uh you can join the show at 615 737 9986 for all those that may have thought that uh again this year’s deadline has just floated along obviously I’m hoping they get back to just allowing April 15th. It’s something we’ve all done for most of our life. It’s a good date to have. Um and then obviously last year it went all the way out to November. This year it went to May 22nd. And then on April 15th, they went at to June 8th. So right now the deadline is June 8th for filing your 2025 without late filing fees for the payment. Again, many of us have already filed extensions as we have in past So the paperwork is extended, but the money is what we’re looking for to make sure. Dr. Friday 13:23 All right, looks like we have Kay on the line. And if she’s already, I will be more than glad. Hey, Kay. Hello, Dr. Fr. Frighty, thanks for taking my call. Caller 3 13:32 Um my question is uh during the ice storm this year, um I had some damage on uh um uh a building uh on my property. And uh I filed uh so I wasn’t sure if I had a a tax liability on it because when I filed um a claim on it uh Um the insurance adjuster came out and gave me uh uh I thought a very generous estimate on it. And um And went ahead and they just deposited that money to my bank. And then it was up for me up to me to get uh, you know, the the property. Which I did And it turns out that my repairs were a lot less than what the money was that they gave me. So I d you know, I don’t know what to do. Should I Should I Dr. Friday 14:19 Are you feeling guilt, Kay? Um well the answer is insurance money is not taxable income. Uh the insurance company valued that barn or building as whatever it was. And if you were able to improve, and I’ve had people not even do the improvement, but you did. improve the property to back to what it was prior to the storm, then that’s fine. The income is just um a repayment of all the years that you filed uh or paid insurance in which you could not deduct that cost, right? The insurance every year we pay. So that’s kind of the way it is. There is not any um it doesn’t normally happen that way. So that was actually a nice story because most of the time I hear the opposite. where they come out, they give a bid, and then getting the job done, it costs them a lot more money, right, than what the insurance company uh had given them. So it’s kind of nice to hear that Um that there is the other side of that story. But Caller 3 15:18 and I w I was I thought uh you know, I didn’t know if there was some sort of form I had to file with IRS about it or I get something from the insurance company, but I don’t have to do anything. Dr. Friday 15:28 There’s nothing. No. I mean, uh, I mean if if you were ever audited, you’d be able to, you would have gotten something, most likely a form or something saying that they had done a settlement um, you know, when you filed your claim or whatever, there would have been something that you could keep with your tax documents, but it’s not something that’s going to uh most likely ever come up, but that would be the only thing you would need and just justify that the income came from insurance. Caller 3 15:53 Well that’s good. I had used some of the money, the extra money, to really help do some tree work here to maybe prevent another claim at some point. But you know. Dr. Friday 16:03 Yeah, and unfortunately that’s not something the insurance company normally pays for. You know, I mean if you have trees and stuff. So good investment. Caller 3 16:12 Anyway, well okay, so that sort of relieves me. I wasn’t sure if I should spend this extra money or or do whatever. But anyway. Dr. Friday 16:19 You’re good to go, whatever way you want. Caller 3 16:21 Okay, wonderful. Well, thanks so much. Thanks. Dr. Friday 16:23 No problem. Caller 3 16:24 Bye-bye. Dr. Friday 16:25 All right. Bye. Um, so if you want to join the show, again, 615-737 -9986. 615-737 -9986 taking your calls. And we talk about anything to do with taxes pretty much. Um, you know, we’re already what five months into 2026. So for all of you that may have either worked up all your numbers for 25 and or have already completed your 25, um congratulations. I can honestly say I haven’t uh had mine completed yet But um but my numbers are all worked up. So working on 26 is essential, right? Because if you’re really trying to work the best numbers you can Sometimes waiting till the end of the year or normally the first of the following year, it’s very hard to really get all the tax advantages. Sure, you can still, and right now for anyone that wants to put money into an IRA Um that date extended to June 8th. So if you were an individual that you know wanted to normally you put it in in April or on or before April 15th, you have that extension. Dr. Friday 17:36 But Very few tax advantages can be done after the end of the year. Sure, like I said, retirement counts, yes, you can put some money in. But um buying equipment uh it needs to be in service before the end of the year. So if you just went and purchased something and you’re like, well, I um I I want to put it on last year, which wouldn’t happen because you didn’t pay for it. And remember, we do taxes on the cash basis, people. Very few individuals do taxes on any kind of accrual basis. You do it at the time that you’ve paid for it. Not at the time that you’ve assumed the debt. Now businesses can be different. Some could be on actual tax services, and some of them could actually be on, you know, on accrual, accrual or cash. But most, most small businesses, most businesses do not want to pay tax on money they haven’t received, but they also, you can’t write off debt that you haven’t had a personal responsibility for. Dr. Friday 18:39 So if you just told somebody I’m gonna pay you, but there’s nothing out there, no documentation holding you to pay something, but you know, you’re putting it on as if you paid it. that would be a problem, right? Um so you need to make sure that whatever you’re doing um is basically paid for at that time. Now, sometimes depending on how credit cards are put together, some credit cards have personal guarantees, and therefore if you don’t pay that bill, it becomes a problem, right? Uh I I am a person that likes to pay my credit card off every month. That’s a nice thing to have, right? So pretty much you’re always and at the end of the year I try to pay it by December 31st, don’t it? Because that way all my debts are paid and therefore anything that’s come up. I can do to make it rework. Um, but doesn’t mean it’s going to always be um, you know, perfect. Dr. Friday 19:31 But when you’re doing your taxes, you need to make sure that you are um doing exactly that, that you are tracking the information that you’re following. And if you’re waiting to the very last minute, sometimes that can be very difficult because sometimes people forget what happened in January or February or whatever and you know making sure that things are working or not working and all of that. So Just making sure that you have all the proper details and information and that you’ve had time to review that and even your tax person because sometimes we get pulled in And we’re trying to do the taxes, which is awesome, but we don’t always know what uh the situation is, right? We don’t know um where every dollar of your money went. We count on you to explain it to us, to give it to us, so we have something to work with. Dr. Friday 20:25 But I don’t have a good answer on um How you can maximize taxes, but the best way is to make sure you’re tracking every single thing. Give it all to your tax person so that they can come back and say Were these meals business or personal? Were these miles? Were, you know, what what did you and did you not have that you, you know, that was business versus personal? And keep in mind, again, if you’re a W-2 employee, your cost home office, whatever, um, is not a deduction. If you have a W-2 income, you’re even though you’re working from home There is no tax deduction for that. The government has ruled many times that you’re not having to spend money on fuel and going back and forth to work. and putting wear and tear on your car. So that is the exchange that they see that people have. So what money you would normally put out of your pocket because you’d have to drive to work every single day to do the same job, they’re saying nope. Dr. Friday 21:26 We’re not going to reimburse you for your home because, you know, we we don’t you’re not having to put this so it’s an even situation. I’ve had people argue it doesn’t really make too big a difference because really not much we can do about it. Tax law is what it is. And that way we have the information. Just so you know, I can’t see the stream yard. For some reason it’s going um in and out. Just um I’m not sure if anyone’s on the line or not. But We can come back and circle to that anyhow. So again, if you’re looking to find the best way to save tax dollars, making sure that you’ve got all the documentation, that you’ve done everything that you can do And that you’ve tracked it all on an Excel or that you’re doing it somehow with the way that you want to make sure that everything is going to the best way that you can, that is the best secret you have. Dr. Friday 22:19 Seriously, that is the best way to do everything you you need because then you can come back, you can say what’s going on, and I can even see from my side, I can say, wait a second, I can see where this is happening here and this is what I need to do there. And that makes life so much better than you just basically coming in the office and I hate to say it, but sometimes I I promise you, people are just um guessing, estimating. And if you’re ever, I mean, you know, there are times, ah, there we go. I’m back in business. Okay Um, let’s hit. I’m sorry, I was just going off trying to stall because I couldn’t see my screen. Guy in Franklin, let’s hit him real quick, and we’ll take our break. Hey guy. Uh Caller 4 23:06 hey dog, can you hear me okay? Dr. Friday 23:08 I can. Perfect, yes. Caller 4 23:10 Okay. Um thank you for what you do. This is uh this is really really helpful to us here. Um I would fall into the category of what you just talked about, the people to guess. Um and I’m trying to not be that person anymore. So I work for a wholesale dist distributor in construction material Um here in Nashville, Tennessee, my salary, I get paid salary plus commission Dr. Friday 23:40 Okay. Caller 4 23:40 So and I’ve noticed on my paychecks that my taxes are fluctuating heavily from my commission paycheck to my regular weekly paycheck Dr. Friday 23:52 Sure. Caller 4 23:53 So how should I go to my accounting department and say like how should I be safe? Alife also works um in the school system. I don’t know how her taxes are set up. Like how should I be structuring this so that we’re maximizing the amount of money that we’re that we’re making or paying to the government, whatnot. Dr. Friday 24:15 Right. Yeah, we don’t like giving loans to the government. So I may I ask, are you getting a healthy refund or are you pretty close to breaking even? Caller 4 24:23 Uh I think our last refund was kinda was I think it was pretty healthy. I used to own a landscaping business. Okay. Um And our our refunds were very healthy then because of the amount of money that I spent on equipment that we would develop. Right. Uh and that has dropped substantially since I I’ve left that industry and went into sales Um but our our last one was you know it was a couple grand, you know, it was it wasn’t bad. Um but I just want to make sure that we’re maximizable Dr. Friday 24:49 If you’re yeah, I mean if you’re actually, you know, I mean, because the fact is commissions are going to be taxed ridiculously high, but the fact is you’re jumping tax brackets with those commissions a lot of times or going higher into tax brackets. your regular salary is probably more minimal. Um not saying but you know I mean I mean normally your commission is where the the bigger taxes are coming out. And if you’re balancing out at the end of the year with just a couple thousand dollars, you’re really doing everything you can because there is no back in the day when you had your own landscaping business, you had a lot of tax deduction You were able to write off your your equipment, you were writing off your miles, you were writing off your home office. You had just a ton. Dr. Friday 25:31 Now that you’re a W-2 employee as a salesperson, you have no tax deductions with the exception of And I, you know, depending on possibly a schedule A, but that means you have a fairly healthy mortgage if you’re actually itemizing or you give a lot of money to charity. Um, so a lot of people don’t itemize is all I’m saying. So at this point, you know, you don’t have the same game you can play guy than you were a few years ago with sound like when you were actually Working possibly, but still had your landscaping. The landscaping business probably on paper did not look like you were making a lot of money You know, I mean, even if you were making some because you were always putting it back into the business or buying a new toy, et cetera, et cetera. In this business, there’s not going to be the only thing you have is retirement that you can actually contribute to or an HSA, something along those lines. Caller 4 26:25 Okay. Next question would be, so my company is an employee-owned company Dr. Friday 26:31 Uh-huh Caller 4 26:32 and in five years I’m fully vested. Um how does that look like taxing like when I’ll get shares of the company out? Like what should I be looking for in that aspect of an eSOM? I’m very new to this business. I started in February. Um and I’m inside sales, so my base salary is actually more than my commission. And then when I move to outside sales, that will flip. Um Sops Dr. Friday 27:02 are great. If the business is a good business, I’ve got clients that have been buying into their e you know, e-sops when they’re offered stocks or they’re gifted based on bonuses and things, stocks. Um the difference is when that happens, you’re gonna see a difference in your paycheck because usually what happens is they basically buy it through your wages. And so it looks like you’ve gotten this bonus. And so your W-2 could look a little bit wonky because you’re like, I didn’t make that much money. But that’s because the way they sell and buy the ESOP into your paycheck. And then you have to usually sit on it for a period of time before you can sell if you choose to. And then the sale price you have to kind of track it. That would be something if you want to take a meeting or whatever, um, not easy on the radio, but there is some ways you need to track once you get into buying ASOPs. tracking that cost basis that they’re buying at. Dr. Friday 27:58 So when you sell, you do have potentially capital gains that will happen. Um, but that could be years and years down the road. Caller 4 28:06 Yeah, but something to definitely look out for and people on the radar. Awesome. Yeah, well I may actually uh I may actually look you up and and probably pursue another conversation further. This is great. I don’t want to take up any more of your time for other people. Dr. Friday 28:19 All right, thank you. All right, we’re going to take an uh break. And if you want to join the show, you can at 615-737-9986. We’ll be right back Oops, here we go, back live here in studio. You can uh join us 615-737-9986. 615-737 -9986. And this is an awesome show. The phone keeps ringing. Hey, we’ve got Roy in Hendersonville. And if Roy is ready, I will have him jump on. And if he’s not yet, well, then I’ll just keep talking because that’s what I do Um when he’s ready you can join. So anyway, so we were um talking about the one thing I wanted to bring back about the last gentleman I was talking to is the the the tough time it is when you’re um When you’re an employee, and especially going from self-employed to an employee, it sounds like you actually make more in salary, you said, and then the bonuses were actually smaller. Dr. Friday 29:20 A lot of times in sales it’s the opposite, but either way, um the one thing I will suggest is not to play with those bonus checks. Right, not to play with that stuff because it it usually will work out. Sometimes it feels like, and again, I have some people that when they get their commission on the quarter, sometimes they’re you know Six digits, right? And so they have this huge dollar amount that comes out. And then in that case, sometimes we’ll try to balance out the dollar amount because the tax code looks as if you’re getting that check every single month or every single week, depending on how often you’re paid. And that can be very distorting when you have 60,000 of the hundred coming out and and withholding because the IRS thinks that, you know, you’re getting and making millions. Dr. Friday 30:06 So it’s just a matter of making sure, but don’t play with your S with your uh itemizing, in my personal opinion, your exemptions, um, unless Unless you know what you’re doing there, because it can usually come back and backfire, and there’s nothing worse than the IRS coming back and saying, oh yeah, you owe this much money, whatever it is. All right. Is Roy ready to join the show? Yeah. Oh, there we go. Hey Roy, what can I do for ya? Caller 5 30:31 Uh I’m recently retired about three years ago. And uh I haven’t paid taxes in the last three years and uh my on my investments they took out nine thousand dollars For uh to take what is that uh Dr. Friday 30:48 RM your federal withholding from RMDs or from withhold withdrawals? Caller 5 30:53 RMDs. Yes Okay, they took out nine thousand dollars. That’s my only income. Do I need to pay any taxes this year? Dr. Friday 31:01 Well Caller 5 31:02 the twenty five Dr. Friday 31:03 So are you saying that your required minimum distribution was $9,000 or that they took out withholdings of $9,000 Caller 5 31:11 No, they sent me a check for $9,000. Okay. Dr. Friday 31:14 And they didn’t take out any taxes of that, correct? That you know of? Correct. Caller 5 31:19 No. Dr. Friday 31:20 So you have Social Security and that $9,000. That is your only income Caller 5 31:24 Yes. Dr. Friday 31:26 Okay. Then you are not required to file. Caller 5 31:29 Okay. Okay. What what uh how much do they have to take it? Dr. Friday 31:34 The additional tax code comes out to fifty percent of your social security that adds up to $25,000. So unless you’re making $50,000 in Social Security, the $9,000 is not going to trigger it Caller 5 31:48 Okay. That’s all I need. Thank you very much. Dr. Friday 31:50 No problem. Thanks for listening. Thanks. Caller 5 31:53 Bye. Thank you. Dr. Friday 31:54 All right. Yeah. Bye. All right. So that was a good question. Uh provisional tax code is what people that have hit retirement is looking at, which is always fun about taxes, is that there’s You know, there’s several different tax codes that work within the tax code, right? You have the ordinary income tax and then you have um the provisional tax code and then um you know different capital gains and different ones that fall within the tax code. So it when you hit the age that you hit retirement, that doesn’t always mean that you’re taking RMDs, but I was guessing um require minimum distributions. And he may not be on a requirement, but he may be taking him because he finally hit retirement But Social Security in itself, remember, is not taxable. If you live only on Social Security, you don’t have any requirement to file taxes. Dr. Friday 32:49 It comes down to the provisional tax code, which basically taking half of your social security and then adding all of your other income if that adds up to twenty-five thousand dollars you may be required to start filing. Um The standard deduction comes in and so sometimes it’s a little higher than that. Especially right now if you’re over the age of 65, you’ve got that additional $6,000. as a deduction on the books for anyone that’s 65 and older. Even if you’re not on Social Security, that’s still on the tax code. So um so that makes the provisional even higher in essence. So if your only um only income in this gentleman’s situation was the 9,000 plus whatever he was earning in Social Security um he will be fine. Dr. Friday 33:36 Now if he was married and his wife was still working and all these other incomes come about, that would change the scenario again So um, you know, just make sure that you um run those numbers by somebody that you’re expert as long, you know, again. I know that sometimes on the radio I don’t get all of the information. So just keep in mind that this information here is being provided, but I haven’t looked at everything you provide, so I don’t have the ability to necessarily give you a yes or no direct. I always think that I try to lead you guys in the right place and then hopefully from there you will be able to um confirm that information because maybe you have interest or maybe you’ve got capital gains or maybe you’ve received um bonds interest or you know even though you don’t think it’s taxable it does add back into the provisional tax code So, you know, there are things that people forget to say when they’re on the show. Dr. Friday 34:30 So just making sure that if uh the information is perfect. you’re fine, but uh if you’re unsure, then I mean I’m sure you can contact our office or other offices and we can run the exact numbers and make sure that you are required or not required to file taxes. No one has to I mean I shouldn’t say it. Most of us have to file taxes. But when we don’t have to any longer, it is sweet not to have to file taxes. Maybe that’s the best way to put it I don’t know too many people that actually, even when they’re in full retirement, do not have to file taxes, but I will say it does happen. All right, so If you want, we’re going to be taking our last break for the end of the show. You can reach us in the studio right now, 615. 737 -9986-615 -737 -9986. We’re going to take some calls We’re talking about my favorite subject, which is taxes, which you know is kind of amazing because there’s so many different taxes in the world. Dr. Friday 35:33 But basically, I’m talking about income tax, tax preparation dealing with you know estates or or businesses. Obviously we do all the different uh 1065s, 1120s, 1120s, along with the typical 1040 and all the forms that go with it, 1041s, 990s. All of that comes together because many times those feed off each other with the exception of the 990, which is for a nonprofit. All right, so if you want to join the show, 615-737 9986. We’re going to take a break. We’ll be right back with the Dr. Friday show. Alrighty, we are back here live in studio. And if you want to join the show, 615-737-9986. And it looks like we have Libby from Nashville. Let’s see if I can get Libby on the phone and help her out. Hey Lib. Hey Doctor Friday, how are you today? I am doing fabulous. How about yourself? Caller 6 36:33 Doing great. I had a question. My spouse will be retiring in about a year or two and I’ve self managed our retirement funds. And do you assist folks in planning for RMDs and I ha I’m a self-employed realtor and so I’m trying to watch it all and I’m curious am I catching all the things I should be catching Dr. Friday 37:00 What I can say is I can say yes, totally. What I do is more on the line of helping you prepare for the tax liabilities. on that aspect. I’m not a financial planner, so what you know it sounds like you’ve been managing that perfectly fine. Um I can help you tell you when we need to take out what we can do to possibly defer Talk about QCDs if he’s actually gets the point where you’re six uh seventy-three or seventy and a half or older if you have charities. Um we can do those kind of plannings absolutely I can also suggest people that would help you on the other side if you needed some assistance and knowing, you know, having assistance helping to plan the financial side. as far as planning the 401ks or IRAs or whatever you may have in since you’re self-employed, I’m going to guess that a lot of it’s in uh maybe a SEP or something, but maybe a combo. Who knows? That sounds great. Well, thank you so much. No problem. Thanks, Libby. Dr. Friday 38:00 All right, we have Mary in Hendersonville. Bye-bye. Caller 7 38:04 Hey, Mary. Hello. Thanks for taking my call. Sure. Um I had a question. Um we did our taxes with TurboTax, and it gave us the option to either Um, send a check in or the direct deposit. Mm-hmm. Yeah. So we chose to send a check, mail the check. Okay So um we didn’t hear anything back and then finally we got this IRF notice CP53E Maybe you’re familiar with it. They tell us that we needed to do the process with direct deposit and they needed the information on that. So we sent that back hoping that we would get it to the direct deposit, but we did not. So I finally called IRS and I finally was able to get a live person So she put in the system that we wanted a check. And so we did get the refund in the mail. We got a check from IRS So then later on we get this uh LTR12C where they wanted to for us to send in the W-2 form 1099 I’m w not not sure is this a scam or is this um paper audit? Dr. Friday 39:31 Right. Um one should have nothing to do with the other. It’s just that it’s feeling like they’re kind of No So it is a paper audit. Um not knowing are you self-employed, may I ask Mary? Or are you guys just Caller 7 39:45 No, we just retired we retired to Dr. Friday 39:47 security Okay. So your paper audit will be very simple. What may not be matching, you know, they do a match, obviously. So whatever you showed as income plus withholdings, it’s not matching their system. For whatever reason. So whatever was put on the tax return, so you have two things. One, you can certainly, you’re going to have to submit the documents they request. But also you might want to see if you can order your transcripts, yours and your husband. Sounds like you’re married. Um and and just check and make sure that maybe something a stock sale, um something that, you know, wasn’t reported on the tax return may not, you know, or isn’t showing up the same way. uh just to make sure that the tax return the IRS has, that that way you don’t have any surprises, right? Because somewhere I will tell you something’s not matching. It could be that they’re wrong, that you reported something that didn’t show up in their records. Dr. Friday 40:44 And so they’re trying to follow it up as well. But one way or the other, you and the IRS are not on the exact same page. So if that’s the case, then we need to make sure that we um get on the same page because you can also file an amended return And you can submit it to them under this letter with all the documents and say, hey, we reviewed our taxes and here’s our transcripts and we see this discrepancy. Here’s all the forms we have. And then it just makes it less. But if If you pull those and you don’t see a thing different, then just provide them. Okay, again, you’re going to have a few moving parts. You’re going to have interest and dividends, possibly 1099 Rs. Social Security statements. Um, so it’s not as simple as, oh, here’s a single W-2 and voila, you know. Um, but I would definitely say if if you need help, you can contact us. Dr. Friday 41:34 It’s not that complicated, and you can upload almost all of those documents right to the IRS website Um and in your case, the only time it really gets complicated is when you’re self-employed. You know, I’m just being honest. That way you have to justify expenses. But these are all documents that you have and they have. So something’s just not quite tying together. And I have had it more than once where the IRS did not have the same form from a 1099R um than we did. But like they never received it, right? And we had a copy of it. And so when we submit it, they then can update their records, but it never made it into their system, even though it was a legitimate form. So it’s it’s just sometimes it’s just more frustrating, but I don’t think it will be very painful. Just more having the tediousness of dealing with it. But yeah. If you have any questions, you can give us a call on Tuesday. I can certainly walk you through. Dr. Friday 42:26 But it it sounds like you’re pretty straightforward. Just in probably all the documents you’ve already set aside that you normally give to your tax person or you do yourself Those are the exact same documents you’re going to basically be providing to them. Caller 7 42:39 Oh, okay. Okay, well thank you very much. Dr. Friday 42:42 No problem. Thanks for listening. I appreciate it. Bye-bye. Bye-bye Okay, guys, we are winding down the show. We’ve got about three minutes left. So let’s talk about a couple deadlines again. Um, June 8th. 2026 is the final day, which is a Monday, to file your 2025s for payments. That’s what I push for most people. It’s not so much that you have to file it. Um Because an extension extends paperwork, most of my clients we extend automatically. Because what if something happened to me Um I always worried, you know, I’m a huge office. I know a lot of people think we probably are, but we’re not. And so I always try to make sure that extensions are filed so that way documentation can be delayed or taken care of until October in most cases or September if it’s a business. But Payments, right? We do not want to pay a dollar more to Uncle Sam than we have to. So to keep those payments down, we need to be paying these by June 8th. Dr. Friday 43:49 making an estimate, filing the tax returns, whatever the situation might be. We also, just as a heads up, we seem to be getting quite a few letters From clients and from people that are just listeners asking about the IRS requesting identity, right? You have to call them up to prove identity. We seem to have a lot of delays in refunds because of either a bank account wasn’t provided just like Mary said and then you know she had to get a hold of them. Uh the IRS is pushing to remove or to stop mailing checks. And I I mean to be honest with you, I kind of get it. Um mail is slow, it’s expensive, and then the checks have the time or many times they get lost. They don’t get deposited into the right accounts, then people have to go searching for them. Direct deposit is much easier. But sometimes if that account number is wrong, it’s a little harder to get back. Dr. Friday 44:46 But either way, tracking a bad check or a bad deposit is a whole different conversation. Um but the IRS is basically wanting direct deposits and direct refunds. That is going to be so I have some clients that have pretty much said we never want to give the government our banking. Never. But yet they get a refund every year, right? Or they have to pay the IRS. So I have suggested go to a separate bank or go to your bank, get a bank account that you only use. for the IRS. And keep in mind, the IRS knows about every bank account, every forum, anything that has your Social Security number on it, which you can’t normally open a bank account without one they know about, right? So you’re not necessarily hiding your banking or your IRAs or your investment accounts, your stock portfolios. None of that is being hid because the government already knows about it. Dr. Friday 45:44 But if you want to have a Pacific bank account that they can only go in and out because they’re not legally available to just go in and out anytime they want They would have to have a court order um to do a levy or a lien. But you know, so I say get a separate account, use something that you never use, a savings account, whatever So that way then you know they’re not going in and out of your regular general checking account, right? It’s pretty simple. All right, so this is the end of the show. So if you’d like to reach us on Tuesday, 615-367. 0819 -615 -367 -0819. You can also email Friday at DRFriday. com. Again, Friday at drfriday. com or just check us out on the web at drfriday. com. Hope you guys have a wonderful Memorial Week in Cop you later

April 28, 202647 min

Dr. Friday Radio Show – April 25, 2026

Dr. Friday uses this episode to step back from the rush of tax season and look at what taxpayers can still control after the Tennessee filing extensions. She covers retirement contribution timing, business-loss documentation, estate and trust tax handling, and why good records matter when the IRS asks questions. A caller also asks how to distribute an IRA that was paid into an estate trust, leading to a practical discussion of Form 1041 and K-1 reporting. Summary Points Tennessee filing extension: Dr. Friday notes that Tennessee taxpayers now have until June 8 and discusses remaining opportunities for certain 2025 contributions. Retirement and withholding planning: She compares traditional retirement contributions, Roth choices, capital gains, Social Security taxation, and the impact of under-withholding. Business versus hobby losses: The show reviews startup education costs, repeated Schedule C losses, short-term rental use, and the need to prove a profit motive. Estate IRA distribution question: A caller asks about an IRA portion paid to an estate trust, and Dr. Friday explains using a 1041 return and K-1s for the beneficiaries. Entity structure decisions: Dr. Friday compares LLC and S corporation tax treatment, payroll, self-employment tax, and Tennessee franchise excise considerations. IRS problem resolution and basis records: She discusses payment-plan problems, Taxpayer Advocate help, amended returns, and appraisals for inherited homes. Episode FAQ Q: Can I deduct business classes before the business is actually making or trying to make income? A: Dr. Friday says not automatically. The taxpayer needs to show a real attempt to operate a business and make money, not just take courses. Q: How should an IRA paid into an estate trust be distributed to beneficiaries? A: In the caller’s situation, Dr. Friday discusses filing a 1041 trust return and issuing K-1s so each beneficiary reports their share. Q: Why does Dr. Friday recommend appraisals for inherited homes? A: She says an appraisal helps document basis at the date of death, especially if the property is sold later or multiple heirs are involved. Transcript Announcer 00:01 No, no, no, she’s not a medical doctor, but she can sure cure your tax problems or your financial woes. She’s the how-to girl. It’s the Doctor Friday Show. If you have a question for Dr. Friday, call her now. 737-WWTN. That’s 737-9986. So here’s your host, financial counselor, and tax consultant, Dr. Friday. Dr. Friday 00:29 G’day, I’m Dr. Friday, and the doctor is in the house. Have we had some busy times lately with the whole Extension on taxes and then a second extension on taxes. So right now it’s June 8th that we have to have everything filed by um in Tennessee. They did all 96 counties. So um We uh obviously are are working on taxes. Not this weekend, thank goodness. So we get a little break. Normally it’s uh been crazy for a while here, but We are moving forward. And then if you’ve got additional questions or you want to join the show, you can at 615 737-9986. It’s actually a really nice Saturday out there. Everyone’s heading some time to uh start working, but we are just about done. with the month of April, which means that we should be seriously considering not only we can’t change a whole bunch that happened in 2025. Dr. Friday 01:30 Sure, if you are a self-employed person, you can have a self-employed Except that you don’t fund until as long as as October. Um and for some people, if you did not and you wanted to fund your HSA or your IRA for 2025. And even though we are past the April 15th deadline due to the federal extension, we would be able to still contribute the proper amounts into those accounts depending on your age and your income if they applied. So so there is a little bit of a window for some people that may find out that they owe money and they One way to reduce the amount you owe the IRS is putting it into a deferred account. I would always suggest talking to a financial planner, uh, tax people. We’re always looking at instant gratification, meaning if I’m going to save money today by giving it to a retirement plan versus to the IRS, guess what? Dr. Friday 02:24 I would say it’s usually a good idea, but then I have told people sometimes it’s better to do the Roth because you’re in the 12%, even though you might owe the IRS. You’re only saving eight or nine percent if you put it into your retirement now. Um, if you put it into the Roth, then you know it will grow tax free. And even though right now you may still owe the IRS it will be a better investment. But again, I’m looking at tax situations. You should always double check whatever Unless your tax person happens to be wearing two hats, one as a financial advisor, one as a tax exput, then you should always check. Um just like if your financial, I had a case this year where the financial planner thought they had done the math correct and they had done uh some conversions and um and then of course I did the taxes and they were quite a bit off They um I I don’t know if they just didn’t have the right numbers to start with. Dr. Friday 03:24 I wasn’t there. So all I can say is the client wasn’t happy. They owed an additional $17,000 um because of Social Security being taxed more, different things came into play. And it may have been that they didn’t know that they were going to have quite the capital gains that came in. A lot of times it’s a lot of little things. I had a another client that we just finished up last Friday, and um he’s like, why? Why do I owe money? I never owe money But they had overall had $60,000 more income because of capital gains, a larger distribution from retirement, which then made more of the Social Security. They were not at the 85% normally. So 85% of their Social Security became tax, a little bit more interest overall, and it all kind of trickled down. And most of the things that had um increase capital gain, social security, they were not having any kind of withholding. Dr. Friday 04:19 So it was um another case where they owed, it wasn’t horrific, it was like 3,900, but it was a lot when you don’t think about it, right? When you don’t normally owe the IRS. It’s quite a bit when you have to. So if you’re in the process of doing that kind of thing, you do need to make sure you’re tracking everything. Today’s show, I kind of wanted to touch on one of the couple things I’ve ran into this tax season. And maybe part of it is obviously a lot of you guys know I do um I now have a home farm. But also um small business owners. You have to have some reasonable concept. I mean I had a person that came in and They started a business and they um they they went and done a whole bunch of classes and took um took a a lot of courses uh from supposed experts in the field. Dr. Friday 05:16 I’m talking like up in the forty-five thousand dollars um of doing and um and then you know never generated any income from this business at this point at least. And um and she’s like, well I can write all this off because I was self-employed. And I’m like The tax law isn’t quite that simple. First, you have to be making the attempt to make money. You have to be able to show that you have done this because you’re able to make money. The IRS says, hey, if you’re going out and learning how to make pots and you’ve never made a pot, you’ve never sold a pot, you’ve never done anything, but you’re taking these courses When you do start selling your pottery, that would be part of your startup to learn how to do it. It would not be something you could write off. at the time of taking those courses and not not having anything to sell, any product, any classes, anything that shows that you actually took this um education and created a business that is now at least attempting to make income I mean, maybe you’ve got a full website and you can show that you put out a marketing uh plan and and that, I mean, it doesn’t mean you have to have shown that you made a profit. Dr. Friday 06:34 But keep in mind, the IRS does also say for uh small businesses or anyone that operates as a Schedule C, um, two out of five years, you need to have been making money So a lot of times the first year or two, we don’t expect to make money. You know what I mean? By the time you get all your startup costs and you learn how to make and get clients Sometimes the first year or two is a dry year or an upside down year, whatever you want to say. Then you go into the third year and and you’re you’re least breaking even. The fourth year you made a profit. And goodness gracious. The fifth year you’re actually paying back the first year’s losses. That’s the way the IRS sees it. If you’ve been at this for four, five, six years, and I’ve had a couple clients come in this year, and they’ve been taking losses I mean, you know, they forever is what they basically have said, but let’s just say for four or five years. Dr. Friday 07:25 At that point, I’m questioning, is this really a business? Is it a legitimate business? Is this something that’s a hobby? Um Something that uh another one is the a um the short-term rentals. Um if this property is a short-term rental and we put that on Schedule C so we can take the losses Um, if this is actually your vacation home and you are using it more than two weeks in a year. Keep in mind you cannot take all of those losses because it’s personal use. It is not just a business now. You’re using it or giving your family and your grown children and your grandchildren. Everyone has access to this home. That turns around and now you’ve got a situation where if you’re ever audited, they’re going to say, well, was the home available for rent for 365 days? And you may say, well, no, I had this week that we had to go down there for repairs and this, and we had another week where we came down and we we did three more days of repairs. Dr. Friday 08:26 I’m not saying you can’t work and be down there. I’m just saying the tax law specifically says you have to be repairing something. Doing something, you can’t just be down there enjoying the house with your kids and your grandchildren and calling that a repair weekend or just using it. But you know, so if you do have those kind of homes. You need to figure out the percentage of actual rental days and how much of the mortgage, the HOA, the depreciation, the utilities, all of that that’s a deduction because Every year you’re showing a $35,000 loss. That doesn’t make sense. Nobody can have, and the IRS basically says, who can afford to lose money if it’s a legitimate business every year? I mean, if it’s your hobby, if it’s a place that you’re looking at, like, oh, this is a great vacation place. You know what? Dr. Friday 09:20 Someone pays most of the stuff. So I don’t mind having $35,000 a year going out because I I use it for personal use. That’s cool. But then you can’t take it as a tax loss because it’s not really a business. So you’ve got to sit down and really look at these businesses that you’ve been using for years to offset Your gains, your personal income, your other lifestyle. And then saying, hey, I I’ve lost 15, 20, 25 It’s going to catch up with you. I’m not I’m not the IRS guys. I’m not telling you this because that’s going to, I don’t know. You may you may be able to do it for 30 years I have people that barely got away with it one year and then they end up audited. So no one knows when or what’s going to happen on that element. But when we do our taxes Hopefully we’re doing our taxes with the idea that we can justify the numbers on that return so that way you can sleep at night. Dr. Friday 10:16 You put all that together. You scan it all in or you put it someplace safe. And if Uncle Sam comes knocking or the IRS, you have the documentation that you need to justify whatever they’re questioning. You’re not there sweating it saying, oh my God, I’m being audited. No one likes to be audited. It’s never going to be a good. Unless you’re one of my very first clients, I’ll just call him Earl. He he got audited Oh goodness, this had to be twenty plus years ago now. And um and he was when he was done, the IRS owed him like twenty-five dollars. But there was um a couple things that you know, but he had and enjoyed. I think he really enjoyed going through that audit. Um, but most people, most of us are busy. We do not want to be spending time dealing with all that. Dr. Friday 11:06 So when you finish your taxes, you scan in, and I’ve got some awesome clients. I see, I mean they come in with their whole box And you know who I’m talking about, girl, of all your receipts, all of your folders, everything in there, so that if something were to come back, you have everything organized in one place Um, and many of you that do. But um but you you need to have that. And if you don’t have to have it in paper form, IRS accepts electronic. In fact, nowadays we almost have to upload them into a link To give them the documentation. So having it electronically is almost better than having it uh in paper nowadays. But that is the way you want to live. So if you’re a self-employed person or you’ve got a bunch of um short-term um rentals that you’re using a schedule C because let’s be honest, short-term rentals for people that make more money, you get a better tax deduction. Dr. Friday 11:58 If you’re making more than about 125 on a schedule E, most of us do not get to claim the losses in the year that happens. We’ll eventually get to claim them when we sell, but it’s not an instant gratification. All right, we’re going to take our first break here. If you guys want to join the show, you can. 615-737-9986-615. 737-9986. We’re talking about taxes. But if you’ve got a question or some sort of love letter you’ve received You can also join the show and share it with us if you’re brave enough. We’ll be right back with the Dr. Friday show. Alrighty, we are back. Here live in studio. You can join the show at 615-737-9986. 615-737-9986. And we’ve got Robin in Murfreesboro, which I appreciate. the phone call, Robin. Thank you. Sure. Happy to happy to be Yes, I’m here. Caller 12:59 Can you hear me? Dr. Friday 13:00 Good. Yes, I can hear you now. Yes. Caller 13:03 Okay, great. Thank you for taking my call. I have a question not exactly about small business, sorry. Um, but this is about taxes and um It’s about I I actually lost my father um last January. He left um an IRA that has there are five daughters and he left those uh to us All of them were marked and we were named as the beneficiaries with the exception of about eighty thousand dollars So that did not have a designated beneficiary listed for that part of the IRA. So the um the company that it was with Right. Decided they they wanted to put that into his trust and they wrote that check to the estate his estate trust. which it is in a uh bank account with an EIN number. Um but my question is how do I disperse that to the beneficiaries properly to pay the taxes um legitimately. Dr. Friday 14:13 Right. Well it sounds like Robin that they actually cashed out that eighty thousand, wrote you a check to the trust. So theoretically That is now cash, correct? So we have to pay the tax. I should say the five girls, if you’re splitting it evenly, will all have their share that needs to be taxed. You have two options. My First option, it does depend on the tax bracket of the beneficiaries. Okay, just putting it out there. But normally a trust is at a higher tax bracket than individuals. It starts out at 24%. Individuals start out at zero theoretically and work their way up. So the easiest way would do is a 1041 tax return, a trust tax return. And then do K1s where you’re distributing interest. There could be interest being earned on it, maybe not. And then their percentages at the end of the year, they then would file those with their personal tax return and pay their share of that $80,000 because the other ones each rolled into inherited IRAs, they can do whatever they want individually on the distributions of those. Caller 15:21 Okay. And and we did that on the rest of the IRA. I just know that as the estate trustee, I I didn’t know how to disperse that money. So I can I can take that and actually just give that. And then you said it’s a ten forty one Dr. Friday 15:38 1041 and then they’re going to be getting a K1. So just make sure they understand at the end of the year that the money they’re receiving today is going to be taxed at their current Tax rates. I d each of them will be different, right? We don’t know. So they need to be setting aside their share. Let’s just say it’s uh well, fifteen thousand dollars. So whatever you know, 10% somebody’s in, they need to set aside, you know, 1500 of the 15,000 and they’ll be responsible for paying that tax themselves. Caller 16:09 Okay, perfect. And then what would I need to save? Like I don’t want to be liable for that as the estate trustee. I want to make sure that gets done and like for because I’m gonna have to close out that uh estate at some point. Dr. Friday 16:27 Right. So depending on uh what the I mean an a ten forty one can be done any time Okay, so theoretically you’re they would be filing this with their 2026 since it hasn’t happened, right? So you can distribute And then file the 1041 as final. And then we can provide the K1s so they’ll have them plenty of time. to do their 2026 taxes. So they’re not waiting at the first of the year for it, you know, um, and then then that account can be closed. you could physically send them the check along with their K1s. Um so that way everybody with a cover letter saying here is the check, here is the taxable for. So if they have a tax person, if you were my client I would say, hey, what is the K1 based on last year? Your estimated tax for this year would be this, right? Dr. Friday 17:18 Based on whatever that dollar amount is. And then that way they have time to say, I’m going to take the 15, I’m going to send in 2500, the rest of it I can invest or pay off something or whatever they want to do with it. Caller 17:33 That is great news. I really do appreciate your help with that. Dr. Friday 17:37 Sure, no problem. If you need help with the returns, let me know. Caller 17:41 Thank you so much. Dr. Friday 17:42 Had a great day. Appreciate it. All right, that was a good call. We do a lot of estate tax returns. Um, and you know, no matter how well people like to be organized, which sounds like pops are their father. Um, it’s funny they had five girls, my parents had two girls and six boys, so It’s with bigger families, it’s always difficult, but sounds like he was well organized. But something got missed, happens all the time. Um and that that makes it simple for um I say simple, probably wasn’t all that simple, but simpler to deal with some of that than other things. So that being said, um a lot of times you end up with either an estate or a trust um being open uh even through probate for an estate because sometimes people have a house, they need to be able to sell the house. Dr. Friday 18:30 A home can be titled into a trust, but if it’s not, then it’s likely going to have to go through probate to make it work So it sounds like all in all everything was organized. But you know, you’re you’re helping your children out a lot. We do a lot of these conversations in my office because let’s be honest, none of us are getting in younger And um and I think as we get a bit older, we start thinking about um how some of this can actually work um as far as well if something happened to me today, what would happen? Is everything organized? You know, if you’re young, I mean, I had this conversation a few days ago with with somebody that was in my office and um their their parents were there and they were all like, yeah, they’re they need to get organized. Dr. Friday 19:12 And I asked them, I said Yeah, you have two children and um I said, Do you have a will? Do you have an estate plan or some sort, you know Do you have something? Because who’s going to take care of the kids? And everyone’s like, Well, no, you know, no, uh you know, but I mean we’re we’re young is what was kind of said. And I’m sitting there thinking, I am quite assured that there’s a large number of young people out there that have not um made it to the age they should have. And that is when you have to start thinking, especially when you have children, right? My opinion. Because If you don’t have a plan, I want my parents to raise them, I want my sister to raise them, I want them to be um, you know, managed this way, the court’s gonna get involved, and then somebody you don’t might not wanted to have your children. Dr. Friday 19:58 could end up being the one raising them. And that’s serious. So you know you always need to have as soon as something like that happens, you need a plan. That’s all I’m gonna say. Um not an attorney. And again, if you’re gonna do a will or a trust And you know, there is differences and it does depend in my opinion, depends a little bit on how much control you want. A will is great if you only have a few things and you can POD like her father did, paid on death. um a lot of your bank accounts, your retirements. I mean I will we cover some of the, you know, my car and a few things like that, right? That people have. But you do need to consider talk to an attorney. Um I use Russ Cook and Jack McCann. They’re both awesome estate attorneys. Dr. Friday 20:43 Jack’s also really great at real estate, which everyone knows I get into. So, you know, if you need help with any of that, you can certainly move forward. But you you need to spend the, you know, you You can spend the money now for a trust, or you spend the money when you pass away, your estate spends the money on probate Sooner or later the lawyers are going to get their share. I mean now I’m sure there’s a handful of people out there that said, hey, I have done my own probate, and I’m sure you can if you’re very good at it. I don’t know if I would take on probate Personally speaking, um, but you know, some people are very good at that kind of thing. Um, but most of us are already devastated with the people we’ve lost. We don’t really want to have to take on dealing with the rest of It so if you um have a question and it doesn’t have to be about small business or about estate planning um or tax estates how taxes are handled with estates, different things like that. Dr. Friday 21:41 You can just call the show now, 615-737 9986-615-737-9986. If you haven’t really known who I am, we are been doing this close to 17 years on the radio. And um And I am Dr. Friday. I’m an enrolled agent licensed by the Internal Revenue Service to do taxes and representation. It’s that simple I do taxes and I represent people because the IRS basically says, hey, there’s a lot of complication when it comes to dealing with taxes And um I just had a case that closed last week in and uh Lewis awesome guy took us I think almost two years to probably make this deal. It kept coming back at us. They kept trying to do this and we kept trying to say that’s not, you know, the way it is. And you gotta really get both sides on the same Story. Um, but I think it was about 400 grand that we settled for about 140, uh, which you know Lewis is very happy with uh because now he can move forward, he can get this paid off He can he’s and don’t get me wrong, this gentleman is selling off his stocks to pay off the IRS, but he’s able to close the door. Dr. Friday 22:53 He’s able to say, hey, if I sell this I can then pay off the IRS. They’re no longer in my business. He’s been current for a number of years. This is something that happened a number of years ago. And so that’s what we help with. And it’s if anyone thinks that you’re just going to go on, make a deal with the IRS and have it happen. It’s not going to happen. The IRS, you know, does their research. The IRS looks at everything. So if you have money in retirement, you have a lot of equity in your home, you have a collection of some sort or a number of cars All of that is money the IRS says you can afford to pay us. Right? I mean, why not? You purchased this car and didn’t pay me. You put your mortgage every month paid, but you didn’t pay us. Dr. Friday 23:42 You know, uh you put money into your 401k, but you didn’t pay us. You know, and I’ve had people come in my office and not like to hear what I’m saying. Let me tell you that They’re basically, I’ve worked my whole life to pay down my house. This is ridiculous. And they owe, you know, $150,000 to the IRS and they have almost a fully paid off house. What do you think the IRS is saying? They’re saying take out a second mortgage or refinance and give us our money. And then you can worry about paying off that mortgage because we’ve right now paid your mortgage. And people don’t like to hear those words. They don’t like to hear that that’s the way it works. But I hate to tell you guys, that’s the way it works. If you want to have the truth and figure out the best way to do it, I’m the person for you All right, we’re going to take our second break. Dr. Friday 24:26 You can join us here live in studio. If you’re getting a bunch of love letters or anything like that, give us a call. We can help you figure out what’s the best way to move forward The phone number here in the studio is 615-737-9986. Again, 615 737-9986. I’m Dr. Friday. This is the Dr. Friday show, and we’re talking about taxes and how they affect you and me. Every day. We’ll be right back with the Doctor Friday show. Alrighty, we are back here live in studio. And it’s actually a really nice day, but I think it’s actually raining again here in Spring Hill. Um, so I mean it’s a good indoor day for you guys to be listening to the Doctor Friday show. Uh you might be sitting around trying to figure out how you’re gonna save more money on taxes Keep in mind tax planning is the only way you’re going to actually do that, right? Dr. Friday 25:22 So we started talking at the first part of the show about people that may be taking um expenses on an ongoing basis thinking that they’re incurring them legitimately because they think they’re in business, but really legitimately you you might not be in a legitimate business because you’re really not attempting to make a profit. You’re putting in something that you enjoy and then you happen to be able to lose money at that, which also helps you for your taxes. Same thing can be said about different things. I have um a backyard farm, I guess you would call it. It’s a small farm. I don’t I live on fifteen acres, so I certainly don’t compete with any of the people I do big farm things with but there is some advantages to using and producing something if you have land. There’s no question. I mean I have a lot of beehives now and um chickens and you know of course you guys always hear my dogs in the backyard so I’m becoming quite the little bit of a country girl but the the there are some tax advantages I won’t say there isn’t to uh having the ability to produce something that you can then turn around and and sell and then use that money to improve your properties and you know pay for the the f cost of the chickens and the bees. Dr. Friday 26:38 And I mean, be quite honest with you, especially bees, I love the idea of them because they are um amazing ladies and they um with exception of drones obviously but uh but also just honey and its properties, right? And so, you know, if you’re looking at ways to save taxes and you have things that you can produce that then becomes a product that you can sell and you’re selling those. I have a number of people that do a lot on I’m not too sure if I’m gonna say this right. I call it itsy. It may be Etsy. I’m not too sure what the proper term is Uh but either way, um I’ll have a large number of people that make um have small and they are small businesses that make product and they sell them and you know that makes them a legitimate business is all I’m trying to say. Dr. Friday 27:28 So if you need or want to talk about how to establish your business, what you’re going to do, we do that a lot. Um, we often talk about, you know, should it be an LLC, should it be a sub-es corporation? And you know what? There was an email in my inbox uh before when I sat down to get ready for the show today. And I thought that might be an interesting conversation because I have a number of people that are wanting to, some are wanting to change from S corporations to LLCs. because of the franchise excise and being able to be under what they call a fonts or a um liability where you are non-obligated. Um, so you don’t have to pay the franchise excise. Now there are legal reasons you may not want to do that, and there may be legal reasons you do. Dr. Friday 28:16 Again, that is the attorney that needs to answer that question. But if you are a sub-s corporation, you cannot elect to be non-obligated. So I have some that are wanting that. And then I got the opposite. I’ve got a lot of people that keep hearing they should be a sub-s corporation. So why? Why would someone want to be an LLC versus a sub-s corporation? Well I will tell you, the accounting standpoint, this does not cover legalities. So putting that out there because again, guys, I’m not an attorney. I don’t know your business. I don’t know what type of thing, but I can tell you from the standpoint of what the IRS and how LLCs, multi-member, single-member LLCs versus a sub-S corporation, uh, first. If you’re a corporation, you are an individually independent company versus the individual themselves. So Friday And then her sub-s corporation, Dr. Dr. Friday 29:16 Friday, if it was a sub-S, it’s a C, but um, so that would be two, right? Friday under her social security number. Dr. Friday under an EIN number. For me to run that company, I need to have employees. If I’m working for that company, I need to be an employee. I need to pay all the normal taxes and set everything up. So at the end of the year, if there is said profit, Which I try not to have any because I like to do distributions through payroll, because then you would end up paying less. So if there’s a profit in Dr. Friday, which is supposedly a sub-es corporation. It would distribute through a K1 and I would not have to pay self-employment tax because it’s profit above what I’ve been claiming for my actual true earnings. Okay, so if I need to make $80,000 a year, I’ve got a salary coming out of $80,000 a year. Dr. Friday 30:15 That covers my lifestyle. That is my cost. And then if I made 100, then I would get 20 out of K1. But keep in mind that that 20 is also going to pay franchise excise tax. So even though you’re not going to pay self-employment tax, Social Security Medicare, you will pay franchise excise. So that’s why, in my personal opinion, I like to run everything through payroll. I like to have my company, if possible, end up with a zero. So I don’t pay any franchise excise because at least if I’m paying into Social Security and Medicare, I’m going to get benefits somewhere later in life That’s the hope. There’s no guarantee, guys. I don’t have a mirror. I don’t know if it’s going to actually um end up, you know, the mirror ball saying, oh, you know what? We’re all going to have Social Security until forever. Dr. Friday 31:03 And we all know that It’s always hurting as far as funding. So it’s going to be interesting. So with an LLC, be it a single member or or multi-member. All income comes to you on a K1. You have what’s called a partner guaranteed wage. That is what we claim for your ordinary, but normally basically all money coming through is going to be tax, Social Security, and Medicare It’s almost like a sole proprietorship. It’s basically going to come that way. Now, if you are a limited partner, maybe you’re not, you don’t work for it, you just invest it in. You can be a limited and therefore none of your income, it will pass through to you without self-employment tax because you are not actually working. But anyone that runs their own small LLC or a single member which just falls on a Schedule C, which all those, but if you’re a multi-member and you’re working, you’re gonna pay self-employment tax. Dr. Friday 31:56 So that’s why people like the idea or what they’re being told. is that you can pass money from a sub-s corporation to you without all the self-employment tax, or if you’re an LLC, you’re going to pay that tax. So again, sometimes it’s you pay now, you pay later. So just keep in mind that if someone’s telling you you don’t pay taxes on the money that or you’re not only having to pay ordinary income tax, then they’re not telling you about the state. franchise excise, which can be a minimum of three up to six percent, depending on if it’s based on um profits and or um net worth So you can pay up to 6%. And keep in mind, Social Security and Medicare is only 7. 65%. And if you’re exceeding the the limits of social security, which I think last year was like 175, 185. Dr. Friday 32:50 I think this year we’re almost up to 200. Um once you make past that you’re not paying Social Security anyways So, you know, I’m just saying, and that’s a an important thing to know because if I my salary maxes out my social security and then any profit above that gets distributed, I might as well do it as a bonus because I’m only paying 1. 45 where if I pay to the state Franchise excise even at 3% is higher than mine. So just make sure whoever is telling you this, whoever’s saying, hey, you know what? It would be better for us to be a sub-s corporation so we can get this passed through and not have to pay so much money in self-employment tax. Anyone that’s listening that is self-employed will tell you that we all hate self-employment. It is no different than all of you that work, quote, a real job and get WTs and you guys pay it just the same way, but your employer pays half and you pay half We get credit if you’re self-employed. Dr. Friday 33:49 We get credit for half and then we pay the the 100%, but we get a credit on one side or a deduction, I should say, on the front side, and then we have to pay the whole thing It hurts. I mean, I mean I have people that basically, you know, make two or three thousand dollars in their business and yet they still have to pay, you know, a couple hundred dollars in self-employment tax. And it it’s never good. But remember that self-employment tax is your Social Security and Medicare. And at some point, you’re going to want it. Well, I don’t know. Again, I’m my heading to 60 almost there. And so anyone that’s close to that, you’re looking at the other side, where if you’re in your 20s, you may say I’d rather invest my own money, but you could put money into a SEP. Dr. Friday 34:37 And again, you need to talk to a good financial planner, especially young people. I have a number of people I haven’t some of my clients are like totally into whatever you want to do Friday if the Trump accounts whatever. I can honestly tell you I don’t know a whole bunch about the Trump account I do know if you had a baby in 2025, there’s no reason not to have signed up for the free money. What’s going to happen after that? What kind of funding is going to be available? Will you be able to do a $529 and the Trump account? Far as I know, yes. It really depends on how much money the parents and the grandparents and the aunts and the uncles, all of us can help contribute to these kids’ accounts. And anything we do that helps now would be a way of helping these kids even when we’re not here. Dr. Friday 35:24 I mean, you know, I mean, we’re not gonna live forever, but it’d be a great way of a legacy. But I don’t understand how it’s being invested I am sure there’s experts out there that have done the research or maybe not. I don’t think the Trump accounts even open till after July 4th. Um so I’m not gonna tell you or even really talk a whole bunch about being an advocate or not I’m not a financial person. All I know is that if you had a baby in 2025, they’re going to give you like $1,000, $1,000, $1,000. Let’s not turn it around. If you decide you don’t want to continue, I don’t think you can close the account. I don’t believe Until the child hits 18 is when the money is going to be given to the child, never going to go to the parent, which I kind of like. Dr. Friday 36:07 Because divorce and all this sometimes messes with monies that’s been put into retirement for the kids or 529 plans, etc. And this way, no matter what happens in divorce, the money goes to the child, not to somebody else. I kind of like that. But I’m sure there’s other ways if you have a good financial person to protect all of them. All right, we’re going to take our last break. If you want to join the show, you can. 615-737 9986-615-737. 9986. I’m Dr. Friday. We’re talking about taxes. Maybe you’ve inherited or gotten some love letters and you’re not sure what the next step is, give us a call. We’ll be right back with the Dr. Friday show. Alrighty, we are back here live in studio for just the last 15 minutes or so. So if you’ve been waiting to call, well, now’s the time to do it, guys, because after that, you’re gonna be on to the next show So if you have questions, if you’ve been receiving love letters and you’re like, oh my gosh, I don’t know how to do it. Dr. Friday 37:14 And I will tell you, another case that we’re working, and goodness knows, we’ve worked a long time Um she has been trying to set up a payment plan. Now it’s not for you know ten thousand dollars or something. It’s a it’s a good size amount, but She has been calling, she gets through the system, they sell her it’s it’s set up, and then 60 days later nothing comes out. Um, and so we’re having some fun. And if you’re in one of those situations, um what we’re finding and we’re figuring this out as we go, is that we’re gonna probably end up again, you guys hear me talk quite a bit about the tax advocate office I will tell you, I am a fan of the Nashville one. I don’t deal with a lot of other ones. But the Nashville uh tax advocate office, if you’re working in the world of taxes, which I do, um, and sometimes things just don’t make sense. Dr. Friday 38:04 They really don’t. Sometimes things are just going and they just don’t make sense. And you’re like, why is the IRS doing this to me? And blah, blah, blah. And you’re sitting there going, I can’t figure it out. They are good A lot of times we can go back and forth for a year and we, you know, we have everything documented, but every time we think we’re getting close, something happens. And next thing you know, we’re right back to the same collection letter we started with a year ago. And so if you go to the tax advocate office, you need to be organized. You need to understand what you want them to do for you. And in many cases, you’re just basically outlining, okay, this is what we’ve done. Here’s everything we’ve done. Here’s the amended return. Because it usually goes back to an amended return, at least in my world. Dr. Friday 38:49 And the amended return never seems to get processed yet. We’ve sent it and we’ve resent it and we’re never getting anything. We get a letter saying, well, we need more time, but we’re never getting anything, right? We’re not getting Clear reason why the ex the the amended return may not be being accepted. There may have been a problem. We did something wrong, but we’re not getting any of that. All we’re getting is we need more time and then boom, it goes back into collections So if you if you’re if you’re frustrated and you’ve got the documentation, my suggestion is to go, because if you get on the phone. You’re going to end up with a different person every single time. And that person isn’t going to really know what they can do because sometimes a lot of them are new. But even if you get lucky and you get someone that really does understand their job is customer service, um then you know that they may be able to get you in the right direction. Dr. Friday 39:42 But normally what they can do is tell you that they see someone might be working out, but they can’t tell you who it is They can’t give you that person’s direct loan. So you’re kind of back to the same square. Even if it is being worked on, you don’t have any human. And that’s where the tax advocate office of Nashville is They are humans. They are people that you can send something to. They within 30 days usually will call you, give you a status update. Help you get resolution. Um, and not every single time. I mean, sometimes they can’t fix the problem because the problem isn’t something that seems to always Even though as a taxpayer it makes sense to us, we’re not able to give them what they need to solve it. So we usually have to go back to the drawing board start again with a new amended redo it now sometimes if it’s something simple and you can justify it they can help you move past some of that resubmit it to the person that is handling a reconsideration or something But, you know, sometimes you just have to reopen the whole audit, do a reconsideration, redocument the reason. Dr. Friday 40:46 And it it doesn’t always Um it’s not gonna always go your way. Even if it doesn’t always make perfect sense. Sometimes the time limits went out, sometimes the information that you think is so black and white They’re not seeing it on their side, therefore not so black and white, right? So documentation is the true bread and water of my world and to yours if you’re wanting to have good tax issues You need to be able to document and things happen. You inherit a house 10 years ago, then you brought out a sibling, and then you know, next thing you know, you know, you’re selling this house. The cost basis was nothing because you really didn’t. buy the house and you inherit it, but at the time of inheritance, like the 10 years ago, it was valued at 50 and now you just sold it for 500,000. Dr. Friday 41:35 Um and getting all of the information together to properly document those kind of situations. And I will tell you, you need, I’ve had a couple cases like recently where I tell people, you guys have been listening, thank goodness, that you need to get an appraisal on the home that you’re inheriting. Um and if you’re going to immediately then sell that house, that makes life easy. You’ve got the original appraisal at the time of death. And then normally whatever it sells for, black and white, normally it’s almost the same amount. But sometimes you can’t sell it You won’t sell it. You’re sentimental. You don’t want to, or it’s a second home, or whatever. You need to have that documentation. And ideally it needs to be an actual appraisal. I know I’ve said in the past sometimes that you can use comps The problem that we’re having with comps and the IRS is coming back on, and it’s legitimate, is that a comp just basically says there was a 2,500 square foot home, just like the one you have here But no one’s went inside that home. Dr. Friday 42:42 No one knows that the roof is half falled in. No one knows that there the that the house hasn’t been maintained inside. And the home that you’re looking at, the comp you’re looking at has just got a brand new roof on it, and that it the only similarity is is they’re both 2,500 square foot within the same basic area. The IRS is saying, how do we know that that home with this comp is the same? They want someone to sign off and say, we did an appraisal. Someone walk through the house, use that information to come up with an actual dollar amount that can be used to justify the price of the home at the time of death. Um again if you if you’re inheriting a house and basically you’re turning around and putting it right back on the market, you’re not putting a hundred grand or even five or ten grand into it Then the assumption would be it would be what you’re selling for and what you’re buying, uh what do you inherit it would be pretty much the same price as long as it’s not going to a family member Um but uh if you’re ever audited, the IRS is now requesting appraisals, guys. Dr. Friday 43:49 Appraisals signed off, knowing that someone walked into the home that you’re selling um or that you’re inheriting, I should say. And they have approved that this home is like these comps and they’ve documented what the difference and why it’s this and that uh just as a regular appraisal. And I know it’s it’s not cheap sometimes to do them, but if you want to have a justified number that you’re putting on tax return, especially if there’s three, four, or five of you and you’re each inheriting a portion of it and you’re the executor of the estate. I would say it’s well worth the investment because if something happens and one of them gets audited, they’re going to come back to the executor and say, well, did you do this? Did you provide this? And, you know, and so I personally say it’s worth the $550 or $700, I don’t know what costs, guys. Dr. Friday 44:41 But just putting that out there because I know I’ve used the words comp and And I do believe there are some circumstances where a comp would be acceptable, uh, but I think in many cases under the new tax laws, I’ve been, or not new maybe, but just looking at the tax laws Um, they’re basically ruling that a a comp is not going to clear. And then if they don’t accept it, keep in mind they could go to zero in one of these cases they were Basically coming back saying, since you couldn’t prove what it was worth, we’re saying it’s zero, and therefore you sold an $850,000 home and have no basis. So you’re preserving that basis by making sure you have the proper documentation. That’s what today’s show is all about. Making sure we are documenting things so that way we can sleep at night and not have to worry about doing some of the other crazy stuff. Dr. Friday 45:29 All right, so we’re almost at the end of the show. So if you’d like to reach us on Monday, you can 615-367-0819-615-02 367-0819. You can also email Friday at drfriday. com. I think we’re pretty caught up now, guys. Tax season gets crazy, but Friday at drfriday. com or you can also check us on the web, drfriday. com. I am an enrolled agent licensed by the IRS. I have never worked for the IRS. I am licensed by the IRS to do taxes and representation. An enrolled agent is what we are. You probably see a lot of us. out there and that’s who you really want to be dealing with your taxes. Nothing wrong with the CPA, but they’re certified public accountants and they are not licensed by the IRS. They’re licensed by the state Now some of my best friends are CPAs and they know their tax law, but you want to make sure that whoever’s doing taxes understands taxes You don’t really want your plumber doing your taxes. Dr. Friday 46:32 And the deathly guarantee, you do not want me as a tax person doing your plumbing Um, but if you have questions or you’ve gotten some love letters or maybe you’re just kind of not sure where to start, I’ve had a couple of those come in this last week or so Um and we can tell you. We can help you. We can get you on track. We can help get transcripts so we can tell you what the IRS is starting with and see if there’s income and expenses and all that that we can help you create so that you can move forward and just Put the IRS to bed, right? I mean, at least for the next year, and just keep doing that every year staying current. If you need help, again, the phone number of the office 615 367 0819, or you can email Friday at DR Friday dot com. Dr. Friday 47:17 Cop you later.

April 15, 20261 min

Tax Day Filing, Payment, and IRA Deadline

Dr. Friday reminds listeners that April 15 is the last day to file on time or submit an extension. She also notes final same-day timing for payments and IRA contributions. Transcript G’day, I’m Dr. Friday, president of Dr. Friday’s Tax and Financial Firm. To get more info, go to www.drfriday.com. This is a one-minute moment. It is April the 15th. This is tax day. Today is the last day that you can hit the send button to be on time. Today is the day you need to be making your payments. Maybe you need to be putting money into an IRA or a Roth. Today is the last day. You cannot contribute after this date. If you need or haven’t filed an extension, I would suggest going to IRS.gov. You can file a free extension right on the website. You need to make sure that’s done. The penalties for not filing on time are kind of ridiculous and not necessary. If you go today, make an extension or file your taxes, then they’re on time and all we have to do is deal with the money. You can catch the Dr. Friday Call-in Show live every Saturday afternoon from 2 to 3 p.m. right here on 99.7 WTN.

April 14, 202646 min

Dr. Friday Radio Show – April 11, 2026

This episode stays focused on last-minute tax-season decisions, especially for Tennessee listeners affected by the IRS winter storm extension to May 22, 2026. Dr. Friday explains why filing still matters even when payment is difficult, and she answers caller questions on capital gains, missing forms, debt cancellation after a spouse’s death, inherited funds, and gift tax rules. She also shares practical reminders about quarterly payments, qualified charitable distributions, and setting up IRS online access before a problem shows up. Summary Points Tennessee disaster extension: Dr. Friday opens by reviewing the IRS relief for affected Tennessee counties and explains who still needs to file by April 15, 2026. Paying as you go matters: She stresses that filing late or skipping estimated payments can turn manageable tax bills into much larger balances once penalties and interest compound. Capital gains and payment plans: A caller asks about deferring brokerage-account capital gains, leading to a discussion of why stock sales generally are not deferred and why taxpayers should still file before requesting a payment plan. Common return follow-up issues: The show covers missing W-2 attachments, late-arriving 1099 forms, amended-return situations, and how IRS account errors can take a long time to fix. Death, inheritance, and canceled debt questions: Caller topics include a 1099-C issued under a deceased spouse’s Social Security number, inherited CD proceeds, and the documentation needed when stepped-up basis or donated property values are involved. Year-round planning ideas: She highlights bunching deductions, qualified charitable distributions after age 70 1/2, IRS PINs, and ID.me access as practical tools for avoiding future problems. Episode FAQ Q: Can brokerage-account capital gains usually be deferred? A: Not in the general way the caller described. Dr. Friday says stock sales usually trigger tax when sold, unlike certain real-estate deferral situations she mentions. Q: Should I amend a return over a very small missed 1099 amount? A: Her answer in this episode was generally no for a tiny amount that would not materially change the return, especially if the IRS can correct it on its own. Q: Do I owe tax on money inherited from a relative’s CD? A: Dr. Friday says the inherited principal itself is generally not taxable, though related interest may need separate tax treatment depending on how it was handled. Transcript Announcer 00:01 No, no, no, she’s not a medical doctor, but she can sure cure your tax problems or your financial woes. She’s the how-to girl. It’s the Doctor Friday show. If you have a question for Dr. Friday, call her now. 737-WWTN. That’s 737-9986. So here’s your host, financial counselor, and tax consultant, Dr. Friday. Dr. Friday 00:30 G’day, I’m Dr. Friday, and the doctor is in the house on this absolutely gorgeous Saturday and the last one before the April 15th deadline. Let’s clarify for anyone again because I know there’s a lot of misconceptions back on April 3rd. You know how the government likes to keep us on our toes. They passed a um uh impact winter storm extension for everybody that lives in cheatham chester clay davidson decatur dixon harmon harden henderson Hickman, Lawrence, Lewis, Macon, Murray, McNair, Perry, Robertson, Rutherford, Sumpner, Trousdale, Wayne, Williamson, and Wilson. If you’re not sure, you can go right to the IRS website, take a look at the impact storm or the disaster extension for Tennessee, and they will have all of those out there for you because You have until May 22nd, which gives a couple of us a little bit of breathing room. Dr. Friday 01:35 Not everybody. Some people don’t fall into those counties and therefore. You are still required, people out in uh Knox County and things I do, and they will be filing as of the 15th. So this is the final um weekend before we get to do anything on that. But if you have any questions, you can join the show, 615 367, I’m sorry, 615-737-9986. 615-737-9986. You’d think I’d have that memorized by now. And if you want to have any questions, I know many of you are probably just out there enjoying this weekend, and maybe many of you have already filed your taxes There hasn’t been a huge change. I mean, many people over the age of 65, I will say, a large number of my clients. that do meet that criteria are getting some discount. If you have $150,000 or more in income as a married couple, you’re not getting 100%. Dr. Friday 02:39 If you have seventy-five thousand dollars or more as a single person, you’re not getting a hundred percent, but it does seem like we’re getting a little bit um in that little bit, especially if you’re in the 150 or or more income, you’re and you’re at the 22%. So if you save a thousand dollars, you’re saving two hundred and twenty dollars. which is more than they normally save. So it does help. But there is still that misconception out there that says that sales, I’m sorry, that Social Security is not taxed. It is taxed, people. It is taxed. It’s going to continue to stay taxed. There really isn’t something that we can do about that. It is going to the best that they did was give some sort of extension to individuals that are um you know older over the age of 65 to be able to get some break. But other than that, not so much a deal that’s going to happen. All right, we got the phone lines. That always makes me excited. Hey Robin Hendersonville, what can I do for you Oops, I lost him. Dr. Friday 03:42 I scared him away. All right, well Rob, if you want to come back on, you can. That was uh probably me jumping it before They had you ready. But anyway, so um it’s sales tax. We do have um some people are starting to add up their sales tax again and that’s good because we have $40,000 that you get for your salt tax which would include your sales tax state income tax in our case is sales tax And then your property taxes. And remember, some people have multiple properties and they only use them as a basic setup, right? So multiple properties, you can still write off the sales tax on those properties. Now, if you can’t itemize, you won’t get to do that. But if we’re looking for ways of maximizing, sometimes doing the um The deal where you are basically every other year maximizing your sales tax, every other year maximizing your charitable contributions um because you can’t really do much about mortgage interest, but you can on sales tax and things. Dr. Friday 04:42 So that way you have the ability to really do what you need to do to make it put more money in your pocket. So the only way to do that is sometimes every other year you can pay your property taxes in December instead of waiting till February. Um you can uh buy your larger purchases in that year as well. Maybe you’re thinking about buying a car or a boat or something that would be exceptional on that and we’ll be able to move from there and go into so Keep in mind there is still some ways and charity because if you’re gonna do charity and you maybe always put $5,000 a year, well if you can do it every other year and really maximize your charities in the years that you’re doing your property taxes and everything else, you’ll find that it is actually a really good idea because you may be able to itemize every other year versus not being able to itemize at all if you’re not playing the game. All right, if Rob is ready, we can try to go back to him. Hey Rob, are you there? Caller 05:41 I’m here. Can you hear me? Dr. Friday 05:42 I can hear you this time, my love. Thanks for calling back. What can we do for ya? Caller 05:47 I don’t know if it was last week on your show or if it was a commercial that you did. but it was referring to having to defer taxes on um capital gains through uh that you get through um like a brokerage account. It did I hear that correctly? Dr. Friday 06:06 I don’t think so. Um and hopefully I did not say that, because it’s possible, Rob, maybe you heard something, but uh I mean there is no way of being really deferring the tax because once it’s through a brokerage account, it’s It’s usually managed or you handle your own account, but once you’ve sold something, you can’t defer it. If that makes sense what I’m saying. Sorry. Caller 06:30 That’s okay. Answer my question. Dr. Friday 06:32 I’m glad you called. Thanks, Rob. I appreciate it. The only kind of uh deferrals on I’m trying to think really quick. We can let him go. I’m just trying to think if there you sometimes you can take losses against gains, but that’s not really a deferral. Um but You know, there really isn’t a lot of ways of deferring capital gains that I can think of. But I’ll I will try to go back and listen to my Uh he might have been talking about my one minute moments that are out there and see if we can’t figure out um which one that was during one of the breaks just to see if I can come up with a better answer than no. Never really liked that answer in my life. So I’ll I’ll see Rob if I can come up and if I can I’ll I will uh bring it back on in a during the next break. But um anyway, so we’re talking about anyone that doesn’t live in the counties that are extended, you need to file. Um if you can’t afford to pay, um You you can still file and then make a payment plan. Dr. Friday 07:33 Sometimes I have people that says, well, I didn’t file a tax return because I didn’t I was afraid to file because I didn’t want to um in a sense have the IRS trying to collect. But you know, the IRS in many cases will actually prepare taxes on behalf of that person, and they’re never going to be as good as what you have Prepared yourself most likely unless you have absolutely no deductions because they’re going to claim you single and zero, even if you’re married with children And they’re going to do the standard deduction, even if you have a mortgage. They’re not going to do anything that they can write off or do, you know, as far as that kind of situation. So just it’s always better. Prepare your own taxes. Make sure that you are thinking about your situation when you’re preparing, you know, if you can’t afford. Also look at why you owe money. I can’t tell you how many times I do this kind of um consulting when we’re doing taxes, right? Dr. Friday 08:38 So we look at the last year, the last two years sometimes, and they still owe money. Sometimes we’re on the right track, but if we didn’t file the t taxes the year before until June, July, or August, you know, they only had like six months of making the adjustment. We’re closer, but we’re not there, but we don’t need to really adjust after the first year Then sometimes it goes the opposite. For some reason we could go in there and we say, hey, you need to have the you need a change, you need to go single and zero. Even if you’re married, sometimes having to go single and zero is the way it is because you need a higher deduction or just go to box four and say, hey, I need $200 of paycheck coming out because you have income coming from other sources In many cases, you have capital gains, you have interest and dividends, you have a small business, or your wife or spouse has a small business and they’re not making estimated tax payments. So everything’s coming out of your check to balance it out. It is so much easier to pay every paycheck than it is to have a bill that says you owe $6,000, $10,000, $25,000 And even if you’re prepared for it, sometimes you don’t prepare as well. Dr. Friday 09:44 And then there’s penalties and interest. Yes, having to pay quarterlies is not a choice. It is a requirement Why do you think they love everybody on payroll? Because every time they take a paycheck, the taxes are all paid. They want people that are self-employed doing that exact thing. And maybe you’re not even getting, maybe you don’t have to make quarterlies because of self-employment, but because of other sources of income. Again, capital gains, interest, dividends, rentals. that don’t have any way of having taxes come out. You are responsible based on whatever you owed in 2024. You should have made estimates for 2025. Again, now whatever you owe in 2025, the estimates are based on that for the next year. Now, if you know for a fact that you sold something that was going to actually change those numbers You need to make sure you’re you’re thinking about that. Maybe you don’t have to make the payment until the end, but you need to know that, hey, I’m gonna have a $25,000 bill Because the loan officer you’re thinking about, the IRS, is not a good loan officer. Dr. Friday 10:47 They have 25% interest. I have a guy that from 2015 he owed $15,000, now owes $28,000. In 2018, he owed like a hundred and twenty-one and now owes two hundred and ten So you can see that is not a good loan officer. There are so many better ways you could spend your money than letting the IRS deal with you on that element. So Adjusting your paycheck, adjusting your quarterlies, adjusting the way you do life. Because no matter what, the IRS looks at it, if you’re making your mortgage payment and you’re not paying them, guess what? They really do own that house. If you’re investing in something else and not paying them, that investment theoretically they can come after. So you want to make sure you’re doing all those things after you have paid them Not before. And I know a lot of people like, well, I have to have a roof over my head. I have to feed my children. I can’t afford to do it all. But you know, the IRS has uh as rules and i’m not i don’t i’ve never worked for the irs i am not saying this as an employee or something like that i am an advocate for taxpayers As an EA, that’s what I do. Dr. Friday 11:58 But you also have to be logical. If you’re going to be self-employed, you need to pay your taxes. If you’re going to have investments, you need to pay your Your taxes. It’s not just well, I’ll get to it when I can, because what happens is just like that gentleman 2015 and 2018 now owes almost three hundred and some thousand dollars That started out at like 150 if he had been making those payments. But at the time it wasn’t possible. And now he’s going to end up paying a lot more for a lot less. All right, we’re going to take our first break. When we’ll get back, we’ll talk more about taxes and making sure that we’re paying our fees. We’ll be right back with the Doctor Friday show. Alrighty, we are back here live in studio. We’ve got Tom on the line. Let’s see if I can get Tom on. Hey Tom Hey, Dr. Caller 12:50 Friday. Good day. Dr. Friday 12:52 Good day. What can I do for you, sweetie? Caller 12:55 I just turned in my taxes, mailed them out on Thursday. And uh I realized when I was putting my records away for uh for storage that I had forgotten to attach my W two to my return You you don’t have to touch them any longer. Dr. Friday 13:12 The IRS has them electronically. Now I know back in the beginning you were fine, but I think you’ll be okay. I could You know, we don’t attach them any longer, but we do file everything electronically versus by mail. But I would think they’d be pretty good because almost always they’re in there. Caller 13:29 Okay. That’s what I thought, because all the papers seem to say now this information is being furnished to the IRS. And so that was the part that made me forget to attach it Yeah, I can remember actually don’t staple, only use paper clips um and making sure that they were always attached and you know making that situation but um yeah i think i think you’ll be all fine if not you’ll get a sweet little love letter saying can you please justify normally when i see it it’s more justifying the withholding that we reported than anything else but Um yeah, I I really don’t think you’ll have a problem. Dr. Friday 14:05 Good job. You got him in time. That’s the important part. You got ’em in time. Caller 14:10 Thanks. Thanks very much. Have a great day. Dr. Friday 14:12 You too, buddy. Bye. Um and you know I would say in most cases nowadays most people do not um mail any longer Tom just to say we are mostly electronically filing in fact The IRS will not mail a refund check back to you now. They want a bank account. They will call you, make you sign up online for ID. me Um I’m sure there are some exceptions if you have uh certain um disabilities or something, but So far, all my clients haven’t met that exception. And uh I’ll be honest, several of my clients were not happy about having to provide a bank account to get it. And my understanding is next year they will not, they’re not wanting to accept checks For payment, they want them made electronically. We’ll see. We’ll see how that feeds out and what we have going on in there. All right. So uh Rob had called about deferrals, and I’m not sure I couldn’t find the exact one, but I might have been talking. Um, about one of two things. Dr. Friday 15:13 I’m thinking a 1031 exchange, which Rob, you probably already know about, and that’s not usually done with stock and uh and an installment sale, but all of those To be quite honest, they are more deferrals on like real estate. Um, if you sell something and you want to do a like kind, or if you again sell something and you tote the note You can defer some of the cat uh capital gains based on that, but actual stock sales, I could not and don’t see anything that would help us defer on stock. Most again, most of the people I deal with when it comes to 1031s at least are usually people that are selling dirt, you know, real estate of some sort um that turns into a like kind situation. Uh but hopefully I know that wasn’t a lot of help, but that’s the best I had on the short notice that we got going. So um again, if you haven’t filed your taxes, we are under in this Little area we’re in, Davidson, Rutherford, Sumpner, Murray County. Dr. Friday 16:17 Um we are in um an ext of a federal extension for disaster until May 20 2022 of 2026. So about another 30 days out. Um, I have in most cases filed extensions for my people, anyways. If we have not filed the return. Um, we would have already tried to file extensions because there’s always that fear. I mean, especially after COVID and, you know, uh people get sick, right? Um, we’re not the biggest office in the world, even though it may seem like sometimes, but You know, um, if we lose one or two people due to something, you know, just even for a week of being out of the office or something, we could delay uh other people’s taxes and we would hate for that to be on our shoulders. So very important to be able to just make sure that we’re doing our best to to make it work for everybody and and and all that. So if you are in a point where you’re not sure you haven’t done something, if you’re my client and you haven’t heard or you’d like to hear back as far as has an ex extension being filed, you know, please give us a call or email or text and we will respond as fast as possible and let you know that we have taken care of that and we are Working through the weekend and all next week. Dr. Friday 17:30 So we’re not stopping just because we have this uh disaster extension. We will get everybody out that would like to be out. Some of us have to file extensions because we’re waiting for K1s or other things to make it work for everybody else. But that being said, right now we are just working on making sure everything is complete um and we’re moving forward on um on that situation um so we’re sending that rather than the other so if you need some help With filing your taxes, we would be able to help you with an extension. We would not be able to take on any new clients for this tax season, not till after the uh May 22nd deadline. But we could help you with getting an extension filed so that way you are not late. Now my understanding is and you know take this as, but I think you need to file your extension If you’re not going to make it by May 22nd, you need to file it by April 15th. So now you’re under the other extension instead of the natural disaster one. Dr. Friday 18:29 There may be exceptions to that, but I think it’s a lot easier just to file an extension now, put it out till October. If you file your taxes tomorrow, who cares? It is still an extension. It doesn’t hurt anybody, and things move on very, very nicely. So if you want to join the show, you can. Sorry, 615-737-9986-615 737-9986, talking about taxes, talking about all the wonderful things that we like to do as far as what we need to pay taxes, when we need to pay taxes, how we need to pay taxes. They are all part of this. And if you’ve got a unique tax question or maybe you’re just working still on your taxes Or maybe you’ve even filed your taxes and you’re not too sure what the next step is if you have a balance due. Keep in mind you cannot set up a payment plan until you have filed your taxes. The IRS has no idea how much money you owe, so they are not going to be able to help you until that tax return is actually filed. Dr. Friday 19:35 Once it’s filed, then we’re in good shape. We can move on. The IRS will then. take care of getting everything they need from you know from the information and then move it from there to do how or what you want uh handled. So if you have um uh back taxes like multiple years uh you know come come May June July that’s a great time to get caught up on taxes from Most accounting offices, I’m sure some county offices are different, but in our office we can you know put a lot of time and effort in. And then obviously if there’s an offer and compromise or something that has to be done to try to make that work for you as well. Hey, this is all you need to do. I mean, seriously, it’s not that difficult. You can, you know, get your taxes in order, do what you need to do And then you from there you basically turn around and you start being the person you really want to do. You know what I mean? As far as if if you don’t You can’t you can’t change the past. Dr. Friday 20:33 Maybe this is the easiest way to put it. You can’t change the past when it comes to whatever happened in your taxes, whatever happened, why you didn’t You only can move forward, right? I mean that just makes sense. So if we’re moving forward, we can only look at 2026 Let’s make that the year that you start making quarterly payments, that you start making or you have enough money come out of your uh W-2s or You know, basically there’s only two major ways, but maybe uh out of uh 1099 Rs, whatever source of income you have, 2026 is the year you you get caught up Because you want to basically start first with paying it forward. You want to make sure that 2026 is the year you don’t owe any taxes or that you can afford to pay whatever is left when you file it. Then we can deal with whatever has happened in the past. Because if you don’t stop the the system of always paying backwards, because I have people every year they pay like 2023, even though it’s 2025, and they finally pay this You need to get a year without all the penalties. Dr. Friday 21:35 You need to get straight. So you’re now living off of what it really is that you’re earning. Then we can go and say, okay, here’s what the IRS, you’re making your payments, you’re on track, you’re doing everything right. And the IRS says you can afford a partial payment plan, or you can afford a full payment plan. But whatever that comes down to It’s only based on what is left after you’re doing what you’re supposed to be doing for the year you’re living in. And that’s so very, very important. Because to be quite honest with you, if you don’t do that, you’re going to always be paying ketchup, paying a ton of penalties, and those penalties are enough to really, really knock you out. I mean, let me be honest with you. Those penalties can be huge, massively huge. Um, and you do not want to um be paying them if you don’t have to. And you know, it There’s sometimes you can, if there has been a situation, you may be able to get some assistance with it. Dr. Friday 22:37 But otherwise, yeah, not really. To be honest, sometimes they basically say, sorry, you know, we’ve given you the opportunity. You have not done what you need to do. And so you need to now just Go and, you know, start making payments, make it work, because this is all we have. And you’re like, wait a second, I can’t afford this. How am I supposed to do this? You know, and the only way you can make your taxes and your life and and hopefully thrive is to basically get a handle on, and sometimes you know what? It is really For some individuals, it’s getting out of being self-employed. And that’s a hard thing. They is giving up on the entrepreneurship side because they really cannot um handle all of it. It’s not e it’s not for everyone. I mean no job is for everybody. Don’t ask me to fix your car, that’s for sure You know, I mean, I I wouldn’t know the difference between anything and that motor where, you know, obviously I hopefully know what to do with the taxes, right? Dr. Friday 23:38 So not everybody is made to be entrepreneurs Some people thrive in it, some people don’t, and sometimes you you don’t know when to give up, and that can drag down an entire financial tree. It really can. I’ve seen it happen so many times You know, you get so invested in the business that you don’t look from the outside and realize you’re kind of drowning. And that is a hard thing to come to, but once you think about it, once you’re actually able to look at it and do what you need, you’d be amazed at how that decision can lift and move you forward and then you go back into the the profession that you used to love and maybe working for somebody else. doing something else and maybe later you you go back into it but you have a whole different train of thought. All right we’re all take a quick break. The show uh the phone number here is 615 737-9986-615-737-9986. We’ll be right back. Dr. Friday 24:35 We’re back! All right. If you want to join the show, you can. 615-737-9986. 615-737 9986 taking your calls, talking about my favorite subject, taxes. You may have a couple different issues going on, trying to figure out what it is that you really need um or wants to have going on. So if you need help with anything, you can certainly give us a call here at the studio, 615-367 0819 615 367 08 I’m sorry that is my direct office number goodness gracious 615-737-9986. I did not mean to confuse everybody 615-737-9986 is the number here in the studio. Today we’re just kind of talking about what um Oh, we’re going to start talking about what we could be doing to prepare for 2026. 2025 for most people is over. Dr. Friday 25:32 The only people that can actually still do something would be people with CEPS. you can still contribute money to them. And it is my understanding, you need to check this with a financial advisor. I am not one, but we’re When you’re under a federal uh disaster extension, it is my understanding you also have an extension for your HSA and your IRA contributions that would normally be due April the 15th You do need to confirm that guys. That’s what I’m being told, but I do not do that for a living. So I want to make sure all of you guys have that covered and double check. So if some people sometimes did not or have not done anything in their thing, then you want to make sure that you are able to make it work, right? I mean that’s just the way you want to do it. You want to make it work, you want to put the money where you need to put it, you want to do everything you can uh and and move forward with it. So if you have questions or you need assistance with Trying to figure out that kind of stuff. Dr. Friday 26:30 We do work straight with uh several great financial advisors, probably Hank Parrot being the number one that I have been working for 30 plus years with. Also Um, what I have found kind of interesting when we do people’s taxes, of course we talk about ways to save tax dollars, what can we do? And again Not a financial planner. We talk more about in tax dollars, right? So one of the biggest things, if you are 70 and a half or older, a qualified charitable deduction is wonderful. And it always surprises me. how many people do not have not actually done just that they don’t do and their financial person isn’t really talking to them about how that could save them quite a bit in tax dollars. I had a couple that came in just last week um and we were doing their taxes and they were both uh in their 70s and I said hey you guys haven’t really started doing your qualified charitable deductions yet and they’re like what is that and then I’m like wow I mean they have a uh financial person you know there’s there’s no reason they wouldn’t know this Um, and I started explaining to them, you know, hey, you can start giving money directly out of your IRA to your charity. Dr. Friday 27:44 They pay the money directly to the charity, and therefore we can write it off Directly off of the 1099R. We do not have to itemize, right? So this is great. We don’t have to itemize. We got this covered. And then they’re like, oh, well, how much does it really make a difference? And this person, they give about $9,000 a year to their church. And at their income bracket, we were going to save almost $1,300 which meant that they could even give more if they wanted to. So I thought that was really kind of cool. And it really was no change. All right, let’s hit Lisa who’s been good enough to give us a call. Lisa, what can I do for you, sweetie Hey, while I was preparing for my twenty twenty-five return, I discovered a 1099 a dividend from 2024 that I did not include in my twenty twenty-four return. Caller 28:38 Um, it resulted from my husband passing away and me transferring his account over in my name. And I just I just didn’t get it included. It was only sixteen dollars. And my accountant that did my taxes said not to worry about it, that they would not come after me over that $16. But I just wanted to confirm that with you Yeah, I agree with your accountant. Dr. Friday 29:05 For $16, probably even for almost, you know, $30, I wouldn’t have made the change. And to be quite honest Um, unless you sign unless they were sent in very late, you know, they would have already sent you a sweet little love letter saying we’ve changed your return. But for sixteen dollars, it wouldn’t have changed the tax bracket or anything. So um likely not to have. So yes, I agree with whoever prepared your taxes, they are correct. I would not do anything. Worst scenario is they send a love letter saying you owe them $4, which is ridiculous. They should shouldn’t do it for under five, but I’m just saying, and any penalties could be waived because of the situation. But I do not expect that to to actually even happen. Caller 29:45 Okay, good. Well that’s so that’s what he said, but I wanted to confirm with you, so I appreciate it. Dr. Friday 29:51 No problem. Thanks for the call, please. All right. Caller 29:53 Bye. Dr. Friday 29:54 Bye. All right, that was a good question. And sometimes, you know, she brings up a good point because I can’t tell you how many times we’re going through people’s tax documents and because of the timing documents come in Sometimes they come in late, right? So most of my people are very good about they start an envelope or a folder and they just start putting all the documents that come on through the year into this folder so that way they’re ready for taxis and when it comes. Um, and then something comes in late. Maybe it comes in in May, June, July instead of before April 15th. And so they put it into the next year because they don’t, you know, we don’t look at every little thing expertise. Um and so when I get ready to prepare their taxes, we’re looking at the dates, just making sure, and then we realize, oh wait, this was an amended form that actually affected us back in 20 2025, um, or you know, something like that. And you’re like, hmm, what do I need to do about that? Dr. Friday 30:54 You know? Um, and sometimes we need to do nothing. Sometimes the IRS has already done the job for us You know, we have to figure out what’s next on that situation so we can move forward. But, you know, don’t don’t stress yourself. Easiest way to put it, my opinion, don’t stress yourself over it. The IRS is pretty good. And if you don’t catch it yourself, it could just as easily be something where you’re like Okay, you know I missed it. That’s fine. Life moves on. And the IRS sent you a love letter and says they’ve corrected your tax return, not something we want. to have happen. But, you know, we were able to get everything done and move forward and, you know, have it corrected one way or the other. And sometimes, you know, you file a corrected tax return and the IRS doesn’t correct it because they haven’t apparently received it, even though we have e-file confirmation that they have I know it’s frustrating sometimes and especially when you have to deal with the IRS, I would love to tell you that it has gotten better. sometimes feels like it. Dr. Friday 32:01 Sometimes you get really, really lucky and you get people on the phone that are just awesome and you’re able to do something. And then sometimes you kind of bounce back and you’re like, okay, we’re back to the same thing. I’ve been talking to this person for how long? And what am I, you know, getting on this? And yeah, it doesn’t really work as well as I like it to, but um Yeah, it’s it’s just one of those deals where you really do want to make sure that you have everything correct as best of your ability. That’s what it exactly says in tax law to the best of your ability. And sometimes things come up where you’re not able to really um do that. And so if you’re if you’re having those problems, maybe you’re having to deal with some of this stuff, then you can give us a call. We’ll certainly help you. We are um I am an enrolled agent licensed by the Internal Revenue Service to do taxes and representation, which just basically means I’m able to help you get Maybe work your way through some of the red tape, deal directly with the IRS if it’s necessary, and be able to finish up or mark everything else that we have to move forward. Dr. Friday 33:09 So if you have questions or you need something to help you with that we’d be more than glad to help you. We are working on um potentially working on some uh self videos and things that might help some of my clients work their way better uh through the system but It, you know, every case is so different, to be quite honest with you. That’s one of the problems I have, is that every case is so different and needing to address each of those issues with that is not as simple as you might think. So being able to move forward, do what you want to do, um, and you know, take care of all those, then we are in perfect shape, right? But sometimes um you feel like you’re you’re not moving forward with your tax situation. Sometimes you feel like okay you talk to one person, they say okay, um and move on to that and And you know, the next person says, oh, but they you haven’t paid this, you haven’t done this, but yet you have proof that you paid it. But now sometimes uh it it may come down to where the uh IRS has applied it to the wrong place. Dr. Friday 34:16 I had that happen very recently where the client went in and they paid it under a 1040 health care instead of the 1040 uh when they went on the IRS website. They didn’t realize there was a difference. And one of the choices says do you have a 1040, 1040 health? And they end up, which is people that it was really designed back when we had to have health care And there was a penalty if we didn’t. And so it was a way of paying your penalty right there on the IRS website. And now that penalty has gone away. But People still owe for some of those years. So it’s a place where you can do it. So he had paid it under that, not knowing that he was making this error. And it took us, oh my gosh, I think it took a year and a half to get them to just move it. You would think there’s an overpayment. They could apply that overpayment, but they had it sitting under this health care in which he did not owe any money. and his personal, which he did owe money, and you think they could have, but the system that the IRS uses does not do that. We have a a number of times when something accidentally gets paid on a 941 for a quarter prior, a quarter after And boom, now you’ve got a quarter with too much and a quarter with too little. Dr. Friday 35:27 Why not merge those together so you balance out? Doesn’t happen. They’ll issue you a refund for one month, and then if you cash that check, then of course you end up with penalties and things that you can’t adjust. So it is just one of those things where you really do want to make sure that you have whatever it is that you that you’re trying to pay and making sure it’s been paid properly. So um, but if you need help with, you know, with doing that or just finding out what is the next step? What should I be doing? What should I be following up with um and and moving on with all that. So if you need help with some of that, that’s what we’re here for. I do know it’s been a little crazy because tax season every year, guys, is crazy. But hey You can give us a call on Monday and we’ll try to help you out. We’re going to take our last break for the show. If you need uh to join the show, 615-737-9986. We’ll be right back. Alrighty, we are back. Dr. Friday 36:25 And it looks like Lisa has thought of something else to help entertain us and I appreciate your calls because you know, sometimes only talking to myself. All right, Lise, let’s see what you have for me. Caller 36:35 Okay, part two. Um my husband, like I said earlier, passed away in twenty four Right. When we when I did my return or you know, had someone prepare it for twenty-four, they filed on there that he had was deceased and it would be the final return for him Okay. He had a credit card in his name only. And There was a little bit of a balance on it. Um and I settled with them and paid uh an amount to them for transactions that were uh happened after his death that they said I was responsible for. And then um they sent me and that was it, and that was in twenty twenty four is when I settled it. And I never got anything else from them Well in twenty twenty five this year I get a ten ninety-nine C for them for the difference. It was like fifteen hundred dollars, but it was only, you know, it was in my husband’s name Well my accountant also said this year not to worry about that because it was under his social security number and that I did not need to include it in my return I like your accountant. Dr. Friday 37:50 I need to meet this person. That person is correct. Because it is uh you’re not responsible for your deceased husband’s tax issue. You know what I’m saying? Um, so you you don’t even really have the authority to file his taxes. I mean, obviously you’re married, you have the But you know what I’m saying, you don’t have the need to. So in answer to that question, I agree again. Um it it seems odd, but But the fact is you do not have the the need to worry about what would have happened if it was only under that person’s name, then you don’t have to file anything on that person. Okay. You know, especially because it’s a non-secured asset. If it was secured like to the home or something, that’s a different situation. Caller 38:37 Yeah, because he had one that I did get a ten eighty nine C for in twenty four on another credit card, and since I our return at that time was still married filing jointly, I did include that And you probably did out better, but theoretically you would not have had to file for his, but um assuming you’ve always filed Mary Finley jointly, so why not? Dr. Friday 39:00 Um you know To to make that one. Caller 39:02 And then this year I did qualifying surviving spouse is what I did this year because I have a son that I take care of that’s disabled that still lives at home. So Yes. Dr. Friday 39:12 I’m sorry about that. Yep, you’re spot on, girl. Caller 39:15 Good deal. Thank you so much. Dr. Friday 39:17 No problem. Thank you. All right. If you want to join the show, you can. 615-737-9986. We only have a couple more minutes. 615-737-9986 taking your calls, talking about my favorite subject, taxes. Um, you know, and it’s just it’s favorite subject for most people. Let’s be honest. How can you not love taxes? So um, oh, looks like we only have a few minutes left. If Marsha is ready, go ahead and hit her on. If okay, hey Marsha. Caller 39:47 Hey. My question is my brother passed away and left me uh twenty two thousand dollars he sent it had it sent to me from a C V he had with several people’s names on it. Well I need to include that in my taxes this year. Dr. Friday 40:01 Um, if it was a CD, assuming it wasn’t held in an IRA, then the answer is no, because it’s not going to be taxable. If it was held, the only thing that could have been would be some interest that may have been paid included in there that might have been based on when the CD was sitting, you know what I mean? But if if he has an estate, sound like there’s more than one person? Caller 40:23 Right it well it was a terrible payroll. Dr. Friday 40:26 Okay. So most likely the estate would have pulled it out, paid the tax on the interest, but um the the capital, the main part of it, assuming it was just money he had in the bank, you will not pay tax on. Caller 40:38 All right, thank you. Dr. Friday 40:39 Thank you. And you know, these guys are bringing up great questions, you know. It’s always a hard thing to deal with when you’re talking about um Death, I guess. Um, and the biggest problem with most of that is is that when you’re talking about death, you’re also talking about how do you handle some of the things that happen, right? We all know about step up and basis. We all know how that works. We all know that we are able to um you know get a step up and basis, but I have Or want to make sure everybody understands that when I talk about a step up and basis, there are some rules that need to be um dealt with uh because Uh you can’t just make up the number that is used for the step up and basis. You need to make sure that you understand how that is going to come out. I mean, so you need either an appraisal, which is what the IRS requirement requires is an appraisal. Dr. Friday 41:37 And this is even on the furniture, clothing. If you’re going to give a lot of that away, they want an appraisal to show that the value that you’re you’re reporting on taxes is the actual value because I’ve had two cases now where they went and did the whole goodwill thing. And then turned around and found out that they weren’t going to be able to do the total amount because the IRS came back and said, hey, where’s your appraisal showing that you gave 13 $15,000 worth of clothing and furniture. And they think they have all the details because they’re using the Goodwill app and it doesn’t work. They want a physical appraisal. All right, let’s hit Michael really quick. Hey Mike, what can I do for you? Yes. Caller 42:18 Uh real quick one. How much can a relative give to a relative before they have to pay tax? Dr. Friday 42:24 Well, there’s really no tax on either, but nineteen thousand before you have to file a gift tax return. Caller 42:30 Oh excellent. Thank you. Made my day. Dr. Friday 42:34 No problem. Okay. Thank you, Sweet Hall. All right. Yeah, that’s a good question. Yes. And in normally the only person that pays taxes the person giving the money and if you have a hundred thousand in the bank and you want to give that to your child I’ve had a number of people that help do that with putting down payments on homes you can gift a hundred thousand dollars there is a tax return we have to show it with but the gifting is still available and you’re able to do what you need to do to make it work. So if you have any questions, um, you know, you can um contact our office Monday morning. 615-367-0819. Again, I’m an enrolled agent licensed by the Internal Revenue Service to do taxes and representation. That’s all I’ve been doing for the last 33 years. So if you’ve got questions or you need help, be more than glad to at least lead you in the right direction. I am not a financial advisor. Making sure people understand that because sometimes I’ll get a lot of calls saying, can I do this with my stocks or is this a good portfolio? Dr. Friday 43:35 Not my thing, guys. I’m always asking the same question of my financial guy who is Hank Parrot. That’s who I would send you to as well. Um, you know, however what you need for that. So um, but if you have tax issues, maybe you have a friend or someone that needs some assistance and you just need to have that initial consultation we can help you with that we can give you an idea a lot of times I have to get power of attorney so I can find out what the IRS is showing what they want to be doing so we can make sure that we have all the right answers to do what we need to do. Also many people seem to forget that they actually have the IRS PIN system. That’s the six digits that the IRS will provide to you. Normally an identity theft situation happened. If you are filing your tax And you’re not providing it, I can tell you right now I have about 12 people that have not yet been able to file their taxes because they don’t have their personal PIN number. And without that, the IRS is going to consider it a fraudulent return because that’s the whole purpose, which is great. Dr. Friday 44:41 I have other people right on top of it. Give me their PIN numbers. It’s a great thing to do. But um You know, also I’m an advocate for the ID. me accounts. That’s the one where you can go online, look at your IRS transcripts, look at your payments being made, look to find your W-2s, um, missing 1099s. If you Sometimes we move, we relocate, we don’t tell the employer. So you’re looking to file your taxes, you can go in there and pull up the transcripts that will give you the details of those transactions. It’s a lot easier to manage your IRS account. It’s really no different than managing your bank accounts or anything else, but it is a little tricky to set up, especially for some of my clients that have senior parents And the parent needs to have it set up so that they can update bank accounts or update account information and they no longer have driver’s license. They no longer have passports. Dr. Friday 45:38 They don’t have the ability to have an email. You don’t realize how hard it is to function in this world when you don’t have access to those things. So my suggestion is Set it up sooner versus later. It’s like when someone passes away, never turn off an email, never turn off their cell phone. You need that information to be able to handle the estate so much easier All right, so again, if you need to reach my office Monday morning, 615-367-0819. If you’re in the zone around Williamson County, that’s Davidson, Murray. Um Sumpner, Henderson, all of those remember we have until 522 26. And then if you want to check me out on the web You can just go to drfriday. com, dr-fr-i-da-y. com, or you can email drfriday, which is at friday at drfriday. com. Dr. Friday 46:33 The email again is Friday at drfriday. com. Hopefully you guys are having a wonderful uh Saturday afternoon. It’s beautiful here. The girls and boys My children uh kept pretty quiet, so I hope you guys enjoy the Saturday, as we say in Australia, cop you later

April 14, 20261 min

Extension Deadline Prep and Filing Confirmation

Dr. Friday urges taxpayers to submit and confirm extensions before the deadline. She emphasizes checking bank draft timing, payment plans, and proof that the extension was accepted. Transcript G’day, I’m Dr. Friday, president of Dr. Friday’s Tax and Financial Firm. To get more info, go to www.drfriday.com. This is a one-minute moment. Today you had better be making your extension or hitting the send button. I know you have one more day, and you’re saying, wait, I don’t need to do it yet. But you do. You need to make sure that it went through, that the payment’s gonna come out of the bank on time, and that you set up a payment plan if needed. These are all things you need to be able to set up and do. If you haven’t filed your taxes or you haven’t gotten confirmation, you should check with your tax person. Did an extension get filed? Do you have proof? If you went to IRS.gov, you can confirm. You can catch the Dr. Friday Call-in Show live every Saturday afternoon from 2 to 3 p.m. right here on 99.7 WTN.

April 13, 20261 min

Tax Extension Help from an Enrolled Agent

Dr. Friday introduces her role as an enrolled agent and explains how she helps with tax filings and representation. She encourages taxpayers who still need to file to request an extension and get a second review. Transcript G’day, I’m Dr. Friday, president of Dr. Friday’s Tax and Financial Firm. To get more info, go to www.drfriday.com. This is a one-minute moment. I am Dr. Friday, an enrolled agent licensed by the Internal Revenue Service to do taxes and representation. That’s pretty much all I do for the last 31 years. If you need someone to help you, at this point we’d only be doing an extension, but we could help you figure out your tax situation. We could review and help you understand if there are ways to save tax dollars. You can make a tax appointment at drfriday.com or you can try calling the office, 615-367-0819. Make it easy on yourself. Have the second look done so that way you know your taxes are done right, at 615-367-0819. You can catch the Dr. Friday Call-in Show live every Saturday afternoon from 2 to 3 p.m. right here on 99.7 WTN.

April 10, 20261 min

Short-Term Rental Tax Compliance Checklist

Dr. Friday explains why Airbnb and short-term rental owners need careful tax allocation and recordkeeping. She also notes compliance requirements at federal, state, and local levels. Transcript G’day, I’m Dr. Friday, president of Dr. Friday’s Tax and Financial Firm. To get more info, go to www.drfriday.com. This is a one-minute moment. I probably should have had this one a lot earlier. Short-term rentals and Airbnbs are everywhere. If you don’t run those right, and you’re taking a portion of your house and turning it into an Airbnb, you may find that the IRS is gonna be looking a lot closer at you. Also, how are you handling all the utilities and things? Because if it’s not 24-7 an Airbnb or rental, are you using the proper percentages? Are you depreciating things on the proper percentages? Are you making sure that you’re complying with not only federal but state and local regulations, with licensing and other additional taxes due for compliance? If you need help, go to drfriday.com. You can catch the Dr. Friday Call-in Show live every Saturday afternoon from 2 to 3 p.m. right here on 99.7 WTN.

April 9, 20261 min

Real Estate Professional Status IRS Pitfalls

Dr. Friday explains that meeting the 750-hour test alone does not guarantee real estate professional status. She warns that taxpayers with full-time non-real-estate jobs often face IRS disallowance. Transcript G’day, I’m Dr. Friday, president of Dr. Friday’s Tax and Financial Firm. To get more info, go to www.drfriday.com. This is a one-minute moment. Real estate professional status, wow, this is a big question. I have a lot of people that swear they’re real estate professionals because they put in more than 750 hours. That is only part of it. If you have a full-time job and you want to claim that you’re a real estate professional, you’re gonna find out it doesn’t work. The IRS will disallow it. If you are a licensed real estate person and you’re doing it 24-7 like most of us do our business, sure, you’re a real estate professional. But sometimes there’s pros and sometimes there’s cons. Do you really want to be paying self-employment tax on a rental property? You may have to if you’re treated as a real estate professional. Need help? Go to drfriday.com. You can catch the Dr. Friday Call-in Show live every Saturday afternoon from 2 to 3 p.m. right here on 99.7 WTN.

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