The Stacking Benjamins Show

Tales of Financial Horror (and how we exorcised them) SB1755

13 snips
Oct 31, 2025
Join Doc G (Jordan Grumet), a physician and host of the Earn and Invest podcast, Jesse Cramer, creator of Better Interest, and Emily Egashira, personal finance coach known as 'Hey Friend, It's Em', as they dive into spine-chilling financial horror stories. They share cautionary tales from impulse buys that haunt them to the terrible traps of overspending and luxury leasing. The panel emphasizes learning from these mistakes and implementing strategies like cooling-off periods to avoid future financial frights, proving that even the scariest stories can lead to valuable lessons.
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INSIGHT

Legal Documents Prevent Family Financial Crises

  • Lack of a financial power of attorney can freeze a family's finances during incapacity and force costly court battles.
  • Setting powers of attorney and basic estate documents early prevents emergency legal entanglement and preserves care funding.
ADVICE

Start Estate Planning Now

  • Do set up estate planning documents and term life insurance when you're young; delays leave loved ones vulnerable.
  • Use online tools or brief attorney meetings to create wills, powers, and directives quickly and affordably.
ANECDOTE

Leased Audi Cost $35K In Rent

  • Emily leased a $60,000 Audi at 24, paying about $35,000 to rent it over three years and facing high maintenance and insurance costs.
  • She learned that leasing for status had steep opportunity costs and limited long-term value.
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