The Ramsey Show
The Ramsey Show

Quit Paying for Yesterday's Mistakes

August 26, 2026

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5 min read

Quit Paying for Yesterday's Mistakes

Dolly Parton died today. Dave Ramsey opened the show with that news, visibly shaken. "I've never heard anybody say anything negative about her," he said. "In this town of Nashville, bunch of gossips. Never heard anybody say anything negative." It was a rare moment of raw grief on a show built around practical money advice, and it set the tone for an episode that kept returning to the same question: What do you do when the past has left you wounded?

The bankruptcy trap

A caller named Dean had accumulated $100,000 in debt—$32,000 in medical bills, $10,000 in student loans, and roughly $60,000 from a car accident he caused without insurance. He was considering Chapter 7 bankruptcy. Ramsey didn't mince words: "It's never the best way. It is a way, and it's a very painful way."

The core problem with bankruptcy, Ramsey argued, is that it "relieves the pressure today only. It does not fix the problem in your mirror." He described his own experience filing in 1988: "I was not only broke, I was broken." The personal exemption in Tennessee at the time was $7,500—basically nothing to rebuild with. "You get to come out of bankruptcy with something to start fresh. It's called a start."

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What you'll learn

  • 1 (00:22) **Opening & Dolly Parton Tribute** - Dave opens the show and takes a moment to honor country music legend Dolly Parton, who has just passed away.
  • 2 (06:18) **Caller 1: Aaron - Keeping Paid-Off Cars** - Aaron, a long-time Dave follower, asks if he should sell his recently paid-off cars because they were a "mistake," given his high income.
  • 3 (10:21) **Caller 2: Dean - Avoiding Bankruptcy with $100k in Debt** - Dean, facing $100k in debt from an uninsured car accident and other issues, asks about filing for Chapter 7 bankruptcy.
  • 4 (20:07) **Segment: Bankruptcy Exemptions & Personal Story** - Dave shares research on state bankruptcy exemptions and his own personal experience filing for bankruptcy.
  • 5 (25:57) **Caller 3: Catherine - Tithing Disagreement with Husband** - Catherine asks how to compromise with her husband on tithing in their budget, as he doesn't agree with it and they are rebuilding their marriage.
  • 6 (33:03) **Caller 4: Caleb - Pay Off Mortgage vs. Invest** - Caleb, a 24-year-old, asks if he should pay off his mortgage or invest the extra money, as his financial advisor says investing is mathematically better.
  • 7 (43:38) **Caller 5: Sal - Teaching Daughter About Money When Ex-Wife is Bad With It** - Sal, nearly debt-free, asks how to teach his 13-year-old daughter good money habits when his ex-wife is financially irresponsible.

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Guests on this episode

Show Notes

📈 ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Are you on track with the Baby Steps? Get a Free Personalized Plan.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

❓ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Have a money question? Ask Ramsey is here to help.⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠


Dave Ramsey and Jade Warshaw answer your questions and discuss:

  • “Should I purchase a house with my girlfriend if it's a great deal?”
  • “Our mortgage is 75% of our income, do we need to sell?”
  • “My financial advisor is telling me to invest instead of paying off my home.”
  • “How do I teach my daughter to handle money the right way when my ex-wife has different values?”
  • “My husband only contributes 17% of his income to the household account. Should I match him?”


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