The Sugar Daddy Podcast

Hosted by The Sugar Daddy Podcast

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Episodes

163

Latest episode

Aug 2026

Language

EN-US

About the show

Ready to feel confident and in control of your money? Welcome to The Sugar Daddy Podcast, the podcast that helps you build a clear financial plan so you can feel confident and in control of your money. This show is for people who make “good money” but feel disorganized and unsure what steps to take next. Each episode is designed to help you turn a solid income into a real plan; one you actually understand and can act on. Whether you’re working toward financial independence, trying to get organized, or learning how to make smarter decisions around saving, investing, budgeting, or talking about money with your partner, hosts Jess and Brandon break it all down in a way that’s simple, practical, and easy to implement. Brandon is an award-winning, licensed financial planner and owner of Oak City Financial, with over a decade of experience helping clients across the U.S. build clear, confident financial plans. New episodes every Wednesday.

Listen to episodes

60 recent

August 19, 2026Episode 14651 min

146: How ADHD is Draining Your Bank Account

Send us Fan Mail What if you were never "bad with money" at all? What if your brain is simply wired in a way that makes budgeting feel like swimming upstream? In this episode, Jessica and Brandon dig into the connection almost nobody in personal finance talks about: ADHD and money. They break down why executive function makes bills, budgets, and impulse control genuinely harder, and why the standard "just be more disciplined" advice sets neurodivergent brains up to fail. Jessica and Brandon also get into how ADHD shows up differently in men and women, the money patterns that quietly do the most damage (bill blindness even when the money is there, impulse spirals, feast-or-famine spending, analysis paralysis), and six systems you can build to work with your brain instead of against it, from automating everything to designing an environment that removes temptation before it starts. You are not broken. You are not alone. And there is a plan that fits how your brain actually works. New episodes every Wednesday. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

August 12, 2026Episode 14539 min

145: We Took the Kids to Europe Instead of Summer Camp. Part 5 of 5: Nürnberg, Germany

Send us Fan Mail What does it actually cost to take a family of four across four countries for a month in Europe? In the finale of their five part European series, Jessica and Brandon share the full breakdown and what a month abroad really added up to. This last leg brings them to Nürnberg, Germany, the city where Jessica grew up, for the longest and most personal stretch of the trip. Brandon and the kids meet her aunt, uncle, godparents, and cousins for the first time, all in the middle of a record breaking heat wave. Brandon and Jessica also dig into the money side of family life. They compare what everyday activities cost in Europe versus the US, from a 200 euro a year sports club that covers an entire family to $45 parking, $40 movie tickets, and $100 museum trips back home. They explain how points and miles flew the family over for only the taxes, why a bottle of water can cost more than a beer, and how one question kept surfacing: could they actually move abroad? Topics include family travel in Europe, traveling with kids, points and miles, travel hacking, the cost of raising a family, cost of living in Europe versus the US, moving abroad, dual citizenship, and Nuremberg travel. If this episode helped, subscribe, rate, review, and share it. New episodes every Wednesday. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

August 5, 2026Episode 14419 min

144: We Took the Kids to Europe Instead of Summer Camp. Part 4 of 5: Amsterdam

Send us Fan Mail What does three nights in Amsterdam cost a family of four, and could you actually see yourself living there? In part four of their month in Europe, Jessica and Brandon skip the crowded city center for a storybook town twenty minutes out, and it might be their favorite stay of the whole trip. Financial advisor Brandon lays out what those three nights really cost, while the two of them get into the bike tour they would never do again, the coffee shop mix up every traveling parent needs to hear, and the museum visit that stopped their kids in their tracks. If you have ever wondered how to do Europe with kids on points and miles without blowing the budget, press play. New episodes every Wednesday. Subscribe so you do not miss the final stop in Germany. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

July 29, 2026Episode 14316 min

143: We Took the Kids to Europe Instead of Summer Camp. Part 3 of 5: Disney Land Paris

Send us Fan Mail Is Disneyland Paris worth it, or is it the one part of your Europe trip you can skip without regret? In Part 3 of the Europe travel series, Jessica and Brandon surprise their kids with three nights on property and reach a very honest verdict. They are not a Disney family, which might make them exactly who you want to hear from before you book. They get into the number most people dance around: what a family of four actually paid to stay on property with park tickets included, and how it stacks up against Florida. As a financial advisor, Brandon wanted to test whether the kids even enjoy the parks before committing to a pricier US trip. The ride that made them question every parenting decision is a story the two will be telling for years. You also get the strategies that made it work: magic hour, a divide and conquer breakfast plan, why they skipped the meal plan, and the free Disney planner who steered them away from the wrong choices. Plus what a brutal heat wave does to a day in the park with tired kids. By the end, Jessica and Brandon answer what you are actually asking. Two nights or three? Book Paris just for Disney, or only add it if you are already in Europe? Then it is onto the train to Amsterdam for the next stop. New episodes every Wednesday. Follow @thesugardaddypodcast, and if this one helped, subscribe, rate, and share it. Show Notes: Rachel Chapman SENIOR TRAVEL ADVISOR ADVENTURE | LUXURY | FAMILY TRAVEL Phone: 678-463-6157 Email: rachelc@pixietravelco.com Instagram: @RachelChapman.Travel (https://www.instagram.com/rachelchapman.travel/) Courtney Gibson Gold Senior Planner with Pixie Travel (https://www.pixietravelco.com/) Specializing in Disney and Universal Vacations Phone: 803-920-5596 Schedule a Call (https://calendly.com/courtneyg-uds/60-minute-meeting) Facebook: Pixie Travel by Courtney (https://www.facebook.com/pixietravelbycourtney) Instagram: @pixietravelbycourtney (https://www.instagram.com/pixietravelbycourtney/) Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

July 22, 2026Episode 14217 min

142: We Took the Kids to Europe Instead of Summer Camp. Part 2 of 5: Paris

Send us Fan Mail Is Paris actually worth the hype, or is it as rude, dirty, and overpriced as everyone warned? Jess and Brandon went to find out as a family of four, This is Part 2 of their five part series on a month in Europe, and it might be their favorite stop yet. If Paris is on your list, treat this one as your playbook. They cover how to enjoy the Eiffel Tower without overpaying, how to survive the Louvre with two kids, the shopping move that got money back in their pocket at the airport, and the Christian Dior Museum that was a crowd pleaser for all ages. They get honest about the money. What a few nights in Paris really costs, why the food felt like a steal while the housing did not, and whether a city this beautiful could ever fit the move abroad they keep considering. Brandon and Jessica break it down so you can plan a trip that feels rich without wrecking your budget. Press play for the full story, plus a free garden the kids refused to leave. Paris Disney is next. Follow the show, share it with a friend, and leave a review. New episodes every Wednesday. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

July 15, 2026Episode 14131 min

141: We Took the Kids to Europe Instead of Summer Camp. Part 1 of 5: Barcelona

Send us Fan Mail Four countries. Four weeks. A family of four, plus Brandon's mom. And it started because we didn't want to pay for six weeks of summer camp. This is Part 1 of a five-part series breaking down Jessica and Brandon's month in Europe, country by country. First stop: Barcelona. We get into how we flew there for 30,000 points a person, what our Airbnb actually cost, why groceries felt cheaper and the ingredient lists felt shorter, and why Brandon came home a half pound lighter after working out exactly once in 26 days. We also talk about how we're seriously considering moving abroad. Real numbers, real tradeoffs, and what we'd do differently. Paris is next. Want the Airbnb links from our trip? Email us at hello@thesugardaddypodcast.com Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

July 8, 20261 hr 8 min

SUMMER REWIND: He Gave His Brother $175K And Got Served A $310K Lawsuit

Send us Fan Mail Summer Rewind: we are re releasing one of our most unforgettable listener stories while we travel through Europe, and this one still stops people in their tracks. In 2005, guest Ben took out $175,000 in private student loans that never paid for a single class and handed all of it to his charismatic younger brother, who promised overnight millions from a chain of restaurants. The businesses were never real. Six months into his marriage with Beth, the couple was served with a lawsuit. That original amount had compounded into $310,000 of debt. Beth and Ben join us to share how they discovered the fraud, survived a wave of lawsuits and depositions, and made the decision to stay together and pay back every dollar. Over ten and a half years of side hustles, coupon clipping, and deliberate spending, they cleared the entire balance and rebuilt their finances and their relationship. Along the way we cover why loaning money to family needs documentation and hard questions, how compound interest turns a bad decision into a crisis, what happens legally when a spouse is named in a lawsuit, and the four questions everyone should ask before making any investment. We also talk about why couples need to have honest money conversations before marriage, not after. This is a story about betrayal, grit, and financial recovery, and a practical reminder that if it sounds too good to be true, it is. Subscribe to The Sugar Daddy Podcast for new episodes every Wednesday, and share this one with anyone who has ever been asked to invest in someone else's big idea. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

July 1, 202627 min

SUMMER REWIND: Why You Should Consider a Post-Nuptial Agreement

Send us Fan Mail Summer Rewind: Brandon and Jessica are in Europe for the month. This one is worth revisiting. When you get married, your state automatically writes a financial agreement for you. Most couples have no idea. That reframe is what led Brandon and Jessica to pursue a postnuptial agreement after nearly nine years of marriage, not because they were planning a divorce, but because writing the rules while love is high is the smartest financial move a couple can make. They cover how assets, liabilities, and inheritances get divided, the counseling clause they built in before any separation decision, financial protection for stay-at-home spouses, and how the process kicked off new money conversations they had never had. No guest. Just an honest look at a decision they both wish they had made sooner. New episodes every Wednesday. Subscribe so you never miss one. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

June 24, 20261 hr 11 min

SUMMER REWIND: When Should You File for Bankruptcy?

Send us Fan Mail Brandon and Jessica are traveling through Europe this month, so they're bringing back one of their most impactful episodes as part of their Summer Rewind series. Bankruptcy attorney Adrienne Hines joins the show to reframe everything most people think they know about debt relief. With nearly 30 years of experience, she makes the case that bankruptcy is not a last resort, it is often the smartest first call you can make before touching your 401k, pulling from home equity, or signing up for a debt settlement program. Adrienne breaks down the difference between Chapter 7 and Chapter 13, who qualifies, what it costs, and what actually gets wiped away. She also explains why debt settlement companies are less protected and more dangerous than most people realize, how predatory lending replaced the consumer protections that once existed, and the simple 3-year test that tells you whether it is time to talk to a lawyer. Adrienne Hines is the Ladylike Lawyer. Find her at theladylikelawyer.com or on TikTok and Instagram at @theladylikelawyer. Not in Ohio? Her team will match you with a licensed bankruptcy attorney near you for a free consultation. New episodes drop every Wednesday. Subscribe so you never miss one. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...

June 18, 202628 min

SUMMER REWIND: Five Money Moves to Kickstart Your Year

Send us Fan Mail ☀️ Summer Rewind! We're spending the month traveling Europe, so we're bringing back one of our most-listened-to episodes. The advice is fully evergreen and hits just as hard now as it did when it first dropped. If you've been meaning to get your finances in order but keep putting it off, this episode is for you. Jessica and Brandon walk you through 5 money moves that can change how you manage, save, and grow your money, no matter where you're starting from. In this episode: Why your financial goals need to be specific, measurable, and said out loud How to review your budget without dreading it (and the mindset shift that makes it stick) Avalanche vs. snowball: the two debt payoff strategies and how to pick the right one for you Why automating your savings removes the willpower problem entirely The real reason most people don't build wealth (hint: it's not knowledge) The one line that never gets old: it's not a lack of ability. It's a lack of action. New episodes every Wednesday. Subscribe so you never miss one. Get a $5 month for Point.Me our favorite way to find the best flights Get 50% off of Monarch Money for one year with this link Subscribe to The Sugar Daddy Podcast newsletter Explore The Sugar Daddy Podcast Stan Store — Downloadables, tools, and more to level up your money game together! Head over to our YouTube channel to catch this episode in full video form. You can also email us at: hello@thesugardaddypodcast.com Connect with us on Instagram We’re most active over at @thesugardaddypodcast Chat with Brandon Want to work together? Learn more about Brandon Book a free 30-min call to see if it's a fit. Show us some love, hit subscribe, leave a five star rating, and drop a quick review! Money, relationships, and the mindset to master both. Hosted by financial advisor Brandon and his wife Jessica, The Sugar Daddy Podcast breaks down how to build wealth, unpack old money beliefs, and have real conversations...