The Ramsey Show
The Ramsey Show

Short-Term Pain, Long-Term Peace

September 9, 2026

AI Summary

5 min read

Short-Term Pain, Long-Term Peace

The most memorable moment in this episode of The Ramsey Show comes from a caller named Daisy, who is considering bankruptcy because of a failed business and an SBA loan that has gone to the Treasury. Dave Ramsey's response is blunt: "Asking a bankruptcy attorney if you're bankrupt is like asking a dog if it's hungry. A hundred percent of the time the answer is yes." Daisy and her husband owe on the SBA loan, have credit card debt, a vehicle payment, and a mortgage. But when Ramsey digs into their assets, a different picture emerges. They own a Peterbilt worth about $30,000, a front-end loader worth about $20,000, a 2018 dump trailer worth $31,000, another trailer worth $60,000, and a $50,000 truck the husband says he needs for his side landscaping business. Ramsey's response: "When you are calling about bankruptcy, you don't get to say 'I have a side hustle with a fifty thousand dollar car.' You sell the stupid car and you get a job."

The core argument: bankruptcy is not the answer

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What you'll learn

  • 1 Short-Term Pain, Long-Term Peace — The Ramsey Show
  • 2 (00:35) **Daisy's Debt Crisis** - Caller overwhelmed by SBA loan, mortgage, vehicle payment, and credit card debt, considering bankruptcy after attorneys suggested Chapter 7
  • 3 (06:18) **Sell Everything, Don't File Bankruptcy** - Dave argues Daisy is not bankrupt; she's trying to hold onto assets she can't afford
  • 4 (10:31) **Katie's Weight Loss and Wardrobe** - Caller who got physically healthy while getting financially healthy needs permission to buy new clothes
  • 5 (15:45) **Denise's Pool Rental Liability** - Caller made money renting her pool through an app but discovered a major insurance gap
  • 6 (25:30) **Leah's Job Loss as a Single Mom** - Caller facing unemployment with only $2,000 in savings, a four-year-old son, and a preference for remote work
  • 7 (32:55) **Amanda's Mortgage Payoff Debate** - Caller needs help convincing her husband that paying off the mortgage is better than investing the cash

+ Full timestamped outline available in the app

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:

  • “My homeowners insurance says I can't run a business out of my home, how does this work with side hustles?”
  • “Our mortgage is 50% of our income and we are dipping into our emergency fund every month in order to survive. What do we do?”
  • “My husband doesn't want to support my children from a previous marriage, should we keep separate finances?”
  • “My cousin passed away and left me to manage the money she left for her granddaughter, how do I invest this money?”
  • “Is it worth it to fight with my husband over hidden assets in a divorce when I have a large income?”


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