What if the key to a richer life isn’t about chasing the next hot stock or grinding harder — but learning to master the timeless truths of money? In this episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Neighbor Doug pay tribute to legendary financial writer Jonathan Clements by revisiting five of his most impactful lessons. These aren’t complicated formulas or secret hacks — they’re the kind of deceptively simple ideas that change the way you think about money, work, and what truly matters.

We’ll explore why prioritizing financial stability before passion can actually lead you to a more fulfilling career, how “winning by not losing” may be the most underrated investing strategy of all time, and why patience isn’t just a virtue — it’s a tax strategy. Along the way, we’ll talk about how to strike the right balance between frugality and joy and why living your life may be the best investment you ever make. Plus, we help Stacker Kat tackle a tricky severance situation and share tips on how to put that cash to work without capsizing your financial plan.

If you’ve ever wondered how to align your money with a life you actually love, this conversation is the perfect mix of inspiration and actionable wisdom. Grab your coffee mug and settle into Mom’s basement — this is an episode you’ll come back to whenever you need a financial reset.

What You'll Learn

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  The real reason you shouldn’t chase passion too soon — and what to do instead

  
  


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  How to avoid the most common (and costly) financial mistakes

  
  


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  Why patience pays: how time turns taxes into opportunity

  
  


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  How to balance frugality with actually living a fulfilling life

  
  


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  Smart ways to use severance, high-yield savings, and investing strategies together

  
  

  
  

  
  

  Points To Ponder:

  
  

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  Which of Jonathan Clements’ five money lessons hits closest to home for you?

  
  


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  Have you ever faced a tough severance decision like Stacker Kat’s? What did you do?

  
  


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  Do you believe financial stability should always come before passion — or is there a time to flip that script?

  
  

FULL SHOW NOTES: https://stackingbenjamins.com/five-pearls-of-wisdom-from-jonathan-clements-1744

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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