The Stacking Benjamins Show

BIG Questions In Finance: Are You IN or OUT? (SB1665)


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Is good debt a myth? Should we all chase FIRE? The basement panel weighs in.


In today’s Financial Concepts Friday roundtable, Joe brings the basement crew together for a lively “In or Out” debate on some of the most polarizing personal finance topics out there. Are we in or out on the idea of “good debt”? Do budgets really matter when you’re just starting out? Should you talk about money with your friends and family… or is that still taboo?

Joining Joe are three financial thinkers who aren’t afraid to stir the pot:

  • Paula Pant from Afford Anything
  • Jesse Cramer from The Personal Finance for Long Term Investors Show
  • OG from our own basement think tank (and planning headquarters)


    Together, they dig into:


    • Whether any debt can actually be considered good
    • If living without a budget is a fast track to financial regret—or freedom
    • The upside (and awkwardness) of open money conversations
    • How FIRE goals like retiring by 35 sound… and feel, once you really unpack them

    • Plus, Mom’s neighbor Doug drops by with a trivia challenge that’ll have you laughing (and maybe yelling at your speaker). And of course, we wrap up with reflections that’ll leave you both entertained and a little bit wiser.


      So grab a LaCroix from the mini fridge and join us in the basement—this one’s packed with laughs, insights, and hot takes on cold, hard cash.


      FULL SHOW NOTES: https://stackingbenjamins.com/personal-finance-most-controversial-questions-1665

      Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201

      Enjoy!

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