Crushing Debt

Hosted by Shawn M. Yesner

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Episodes

521

Latest episode

Jun 2026

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About the show

Yesner Law is a boutique real estate law firm in Tampa, Florida, that helps our clients eliminate the financial bullies in their lives by providing options so they can live the lifestyle of their dreams. We help clients with real estate litigation, partition, quiet title, chapter 7 liquidation, chapter 13 reorganization, short sales, loan modifications, and creditor harassment.

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60 recent

June 11, 2026Episode 51833 min

The Real Cost of Keeping Up With Summer! - Episode 518

What are some of your more expensive habits? What impact does summer have on your spending? In this week's episode of the podcast, Shawn & George talk about summer's most expensive habits, including: Weddings / Vacations / Family Outings Summer Camps & Kids Activities Concerts Home Improvement Projects Pets Subscriptions Back to School Shopping Cost of Living Changes What other summer spending habits do you have? Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And please consider a donation to Pancreatic Cancer research and education by joining Shawn's team (until June 30, 2026) at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

June 4, 2026Episode 51736 min

Emergency Funds & Emergency Snacks! - Episode 517

It is officially the start of Hurricane Season in Florida! Are you prepared? What are some funny hurricane truths? How much water should you have? Toilet paper? Flash lights and batteries? How should you prepare your family and your business for the financial impact of a storm? On this week's episode of The Crushing Debt Podcast, Shawn & George talk about these topics, including whether you are financially ready personally and professionally for a storm, what you need to know or do to protect your family and your business, all with our unique Crushing Debt spin! Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And please consider a donation to Pancreatic Cancer research and education by joining Shawn's team at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026. The link will be open through the end of June!

May 28, 2026Episode 51645 min

Breaking The Stigma - Episode 516

Why do people think bankruptcy is bad? True, it has a negative stigma and it will be a hit to your credit score, but why is bankruptcy perceived as a massive negative? Is bankruptcy the best solution for everyone? Put simply, no it is not, but it is better than most people will admit. On this week's episode of The Crushing Debt Podccast, Shawn and George talk about rising debt levels, rising gas prices, rising grocery prices ... prices increasing everywhere, and what that means for someone considering bankruptcy. Plus what are some of the negatives of waiting too long to file? What is the difference between bankruptcy and negotiating the debt? What is the impact of the automatic stay? And what is life like after bankruptcy? Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And there is still time, until June 30, 2026 to donate to Pancreatic Cancer research and education by joining Shawn's 2026 PanCAN team at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

May 21, 2026Episode 51526 min

Freedom Isn't Free and Neither is the BBQ - Episode 515

Are you celebrating your freedom this weekend? Or are you still trapped by debt? Or are you spending like you're out of control? Memorial Day weekend is here… The grills are out, the coolers are full… and somehow your bank account is empty by Tuesday. Memorial Day isn't just a long weekend. It's about honoring those who gave everything. Freedom comes with a cost. What are you doing with the freedom we've been given ... not here to judge, just here to help you think about it differently. In this week's episode, Shawn & George talk about the hidden spending in a typical holiday weekend, the holiday and social pressures associated with a gathering or celebration, and how to enjoy your weekend without blowing your budget, including: Plan before you shop Watch the "little leaks, and Build in recovery time Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And although the 2026 PanCAN Purple Stride walk is over, you can support PanCAN year round! We'll re-start our team in a few months as we prepare for the 2027 Purple Stride Walk.

May 14, 2026Episode 51434 min

Thirty Day Reset - How to Get Finances Back on Track Before Summer! - Episode 514

How is that summer body, bathing suit body coming along? Every year around this time… people start talking about getting their summer body ready; eating better… hitting the gym… cutting back… but nobody's talking about their summer budget. Just like your body, if you ignore it all year and panic in May, things get uncomfortable real fast! Summer bodies vs. summer budgets! On this week's episode of the Crushing Debt Podcast, Shawn & George talk about how to get back on track with your finances as we approach summer, including Things that prevent you from getting your finances under control, like "I'll start Monday," "I'll start next paycheck," gym membership, budget apps you don't open, cheat meals, "It's just one swipe," no plan, no tracking, quick fixes, or balance transfers & "later" thinking; Where summer wrecks your budget, like vacations, kids out of school (extra spending), events, weddings, parties, travel + eating out, or "It's summer, I deserve it" mindset. We talk about a simple 30-Day Reset to get your money back on track before summer gets out of control, including (1) awareness, (2) clean up, (3) building a simple plan, and then (4) execute and adjust as needed. This doesn't happen without a mindset shift, so celebrate those small victories and, before you know it, you'll have a summer bod AND a summer budget !! Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And although the 2026 Purple Stride walk is over, please consider a donation to Pancreatic Cancer research and education by joining Shawn's team at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

May 7, 2026Episode 51335 min

Financial Advice Your Rich Uncle Should Not Be Giving You! - Episode 513

What is one piece of advice you received that is really useful? What about advice that you would rather ignore? On today's episode of The Crushing Debt Podcast, as Graduation 2026 nears closer, Shawn & George talk about financial advice you may have received - good, bad or otherwise - like: Follow your passion Do what you love Take risks while you're young Money will come later You deserve it - put it on a card What advice should you follow? What should you ignore? Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. Although PanCAN 2026 is over, there's still time to donate to the 2026 team, MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

April 30, 2026Episode 51244 min

Finding Hidden Cash - Episode 512

Buying a house? Can you get assistance with your downpayment? Are there income requirements for getting downpayment assistance? Do you have to be a first time homebuyer to get downpayment assistance? What is the difference between MIP and PMI? On this week's episode, we talk to Michael Banner for his fourth appearance on the show. You can hear Michael on episodes: 400 - Sleeping Giant of the Senior Real Estate World - HECM for Purchase 384 - The Secret to Moving Forward in Reverse 120 - Safely Using a Reverse Mortgage Michael is also the host of the 62 Who Knew Podcast, which you can find where you listed to the Crushing Debt Podcast. He is also a national speaker on logevity. You can reach Michael at MBanner@APMortgage.com. Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. Although the PanCAN Purple Stride walk is over, we will be gearing up soon for the 2027 walk. The link to donate for this year's walk will be active until June 1, 2026, MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

April 23, 2026Episode 51139 min

ChatGPT Told Me to Invest in WHAT?! - Episode 511

AI is becoming a financial "advisor"… but does it know you? Are you using AI for budgets, investing, medical or even legal advice? Should you trust AI with your money? AI can give you answers… but it can't give you accountability." On this week's episide Shawn & George asked AI for Financial Advice: What AI Gets RIGHT (Be fair and exciting) What AI Gets WRONG (or Dangerous) AI & Investing: Opportunity vs Risk AI & Bankruptcy / Debt Decisions AI & Jobs The Money Impact Everyone Feels How to Actually Use AI the RIGHT Way in finance and debt situations. Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. If you get this on the day or it's release, there is still time to donate to Pancreatic Cancer research and education by joining Shawn's team at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

April 16, 2026Episode 51037 min

We Thought We Knew Money, We Were Wrong! - Episode 510

What are some confessions about money that you don't want to admit? What were you taught about money versus what is reality about money? If you could start over with money, or had to start over with money, what would you do? Financial literacy isn't about being "smart with money"… it's about unlearning bad habits we picked up growing up, on TikTok, or just by surviving life. April is Financial Literacy Month… so we're confessing all the things we should've known but didn't—and what to actually do about it. Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And please consider a donation to Pancreatic Cancer research and education by joining Shawn's team at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026

April 9, 2026Episode 50941 min

How to Pay Off Debt Faster - Episode 509

Are you using personal credit cards to run your business? Are you traking what you spend by category? Do you have multiple "deferred interest" or "90-days same as cash" debt balances? If so, then this week's podcast episode is an interview by Shawn & George of Nancy Ward, of www.WeeklyDebtPlan.com. There's a moment a lot of solopreneurs hit: they're putting in the work, the business is moving, and yet the financial reward just doesn't match the effort. Nancy Ward built her entire practice around that moment. As a financial coach and founder of Weekly Debt Plan, Nancy helps small business owners who are running on personal credit cards and avoiding their finances get clear on where their money is actually going, so they can stop the cycle and start paying themselves what they actually deserve. No budgeting lectures, no accountant speak. Just real clarity and a path forward. You can contact Nancy at the website above, or at Nancy@WeeklyDebtPlan.com. Her website also has a TON of useful resources for solopreneurs that need budgetary help. Let us know if you enjoy this episode and, if so, please share it with your friends! Or, you can support the show by visiting our Patreon page: https://www.patreon.com/crushingDebt To contact George Curbelo, you can email him at GCFinancialCoach21@gmail.com or follow his Tiktok channel - https://www.tiktok.com/@curbelofinancialcoach To contact Shawn Yesner, you can email him at Shawn@Yesnerlaw.com or visit www.YesnerLaw.com. And please consider a donation to Pancreatic Cancer research and education by joining Shawn's team at MY Legacy Striders: http://support.pancan.org/goto/MyLegacy2026