How Are You Creating Your Happiest Life? (SB1734)
The Stacking Benjamins Show
Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP
4.4 • 2K Ratings
🗓️ 12 September 2025
⏱️ 61 minutes
🧾️ Download transcript
Summary
If having more money guaranteed happiness, we’d all just set our financial targets, cash the checks, and live joyfully ever after. But as Joe Saul-Sehy, OG, Paula Pant (Afford Anything), and Joel Larsgaard (How to Money) unpack in this lively roundtable, life’s richest rewards often have little to do with your net worth. They explore why some wealthy people still feel miserable, how Benjamin Franklin’s approach to living can still teach us a thing or two, and why optimism may be your secret investing edge.
From the science that says peak life satisfaction might just happen around age 70, to the underrated role of good friends in a rich life (financially and emotionally), this episode blends timeless wisdom with modern money smarts. Whether you’re chasing financial independence, already there, or just trying to make sure your journey is as fulfilling as your destination, you’ll find ideas you can put into practice right now.
And because this is the basement, expect the conversation to meander into relatable stories, some eyebrow-raising trivia, and a few debates on what balance really looks like when you factor in both spreadsheets and smiles.
What You’ll Learn in This Episode:
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Why money alone won’t guarantee happiness (and what really does)
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How Benjamin Franklin’s life principles still apply in today’s financial world
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The connection between optimism and long-term investing success
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The surprising age when happiness may peak (and what to do before you get there)
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How to balance financial independence with enjoying the present
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Why strong social circles are a must-have part of your wealth plan
Questions to Ponder (and maybe share your answers with the Basement Facebook Group!):
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Do you think your happiness will peak at a certain age—or is it more about circumstances?
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How do you balance saving for the future with enjoying your money today?
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What’s one small, intentional change you’ve made that had a big impact on your happiness?
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Transcript
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| 0:00.0 | Well, hey there, Stacker. Welcome to the Friday edition of the Stacking Benjamin Show, where we have a roundtable discussion with some podcasters and financial bloggers. |
| 0:10.8 | We take a piece from the media and we discuss it with a group of friends. |
| 0:16.6 | And today is a piece I chose because of the fact that it is probably more relevant today than it was even when we recorded this back on November 3rd, 2023. |
| 0:28.0 | It features Paula Pant, OG, and Joel Larsgaard from the How to Money podcast chatting about how will you create your best life and we are talking and diving into |
| 0:40.8 | something in an area I've been fascinated with lately happiness because clearly when you're |
| 0:46.5 | stacking benjamins how come you see people that have a ton of money who are still 100% |
| 0:52.5 | miserable and if we're truly chasing more Benjamin's, I think we |
| 0:57.1 | want to live a thoughtful life the way that Benjamin Franklin did. Sit back and relax and enjoy it. |
| 1:02.4 | We're going to hear from a couple of our sponsors who let us keep on, keep it on so you'll hear |
| 1:06.5 | all this goodness without paying a dime for it. And then we're going to talk about creating happiness. |
| 1:13.1 | I hope you have a very happy weekend. |
| 1:18.0 | Hello there. |
| 1:19.1 | Peabody here. |
| 1:20.5 | And this is the Wayback Machine for traveling through time. |
| 1:23.6 | And this is my boy, Sherman. |
| 1:25.9 | Speak Sherman. |
| 1:26.8 | Hello. |
| 1:27.6 | Good boy. |
| 1:33.0 | Live from Joe's Mom's Basement, it's the Stacking Benjamin show. |
| 1:38.7 | I know. I'm Joe's Bob's neighbor, Duggan. |
| 1:49.6 | Today you'll learn how to live richly, more happily, and on less money with the host of the |
| 1:55.7 | how to money show, Joel Larsgaard. |
... |
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