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The Stacking Benjamins Show

When to Trust Your Gut and When to Trust the Math SB1795

The Stacking Benjamins Show

Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP

Personal Finance, Financial Planning, Education, Retirement, Investing, Cfp, Business, Money

4.42K Ratings

🗓️ 26 January 2026

⏱️ 73 minutes

🧾️ Download transcript

Summary

Ever made a money move that felt right then immediately wondered if you just emotionally invested in a bad idea? We've all done it. Some of us have receipts. Joe Saul-Sehy, OG, and Neighbor Doug tackle one of the trickiest parts of personal finance: knowing when to trust your gut and when your gut needs to sit down and let the math speak. Because here's the thing. Most Stackers aren't struggling because they don't know what a Roth IRA is. You're struggling because real life decisions don't happen in a spreadsheet. They happen in the middle of a busy Tuesday, with a dozen tabs open in your brain and a million little "what ifs" fighting for attention. So the guys dig into how intuition works (and when it betrays you), and why data is powerful until you start using it to talk yourself into doing something dumb with extra steps. You'll also hear how the best financial plans aren't built on perfect predictions but on repeatable decisions. Plus the episode veers into some surprisingly useful territory with Costco membership strategy, the hidden psychology of "good deals," and how advisors use tools to help optimize Social Security choices without making you feel like you need a PhD in government paperwork. What You'll Learn: How to tell the difference between good intuition and financial anxiety in a trench coat Why data can be a superpower or a weapon you use against yourself The role of AI and research in decision making and what it means for everyday people How OG thinks about sticking to a plan when emotions get loud Why "a deal" can be a budget win or a trap door What a Costco membership is really doing to your spending habits The Social Security optimization tools advisors use and why timing decisions matter This Episode Is For You If: You've made emotional money decisions you later regretted You either overthink every financial choice or jump too fast without enough info You're not sure when to trust your instincts versus when to run the numbers You want to make confident decisions without needing perfect information You're tired of second guessing yourself every time money is involved Questions to Think About: When was the last time your gut feeling saved you financially or cost you money? Are you more likely to overthink decisions with too much research or jump too fast without enough? Drop your answers in the comments or the Basement Facebook group because finding your balance between intuition and data might be the unlock you need. FULL SHOW NOTES: https://stackingbenjamins.com/should-you-trust-your-gut-or-data-1795 Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201 Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

Hear that? It's your big McDonald's hunger calling, because the Big Arch is back,

0:04.8

and this time it's here to stay with juicy beef, cheddar cheese and that Big Arch sauce.

0:09.9

Hungry? You are now.

0:11.7

Order delivery on the McDonald's app.

0:15.0

Serve from 11am. Upcharges and fees apply to delivery orders. Subjects availability, price and participation may vary.

0:21.2

300 years of expertise in every twining sleep blend.

0:27.1

100 hours of craft in every cup.

0:31.0

Eight natural ingredients in every sip.

0:34.7

One night of winding down in every drop. Your moment of serenity.

0:41.6

Brought to you by twining sleep. Twinings. Alive in every drop.

0:50.3

Gentlemen, I have a new mug. Check that out.

0:54.8

Quacked.

0:55.7

It's a daffy duck, daffy duck, Donald Duck.

0:59.2

It's a Donald Duck mug because I just went to the house of mouse.

1:02.4

And I don't know if you guys know this, but this mug, which is beautiful and is supposedly for an espresso coffee, extra strong.

1:09.6

It says deep roast, quacked roasters.

1:12.6

For espresso. Yes. Yeah. It's the size of your head. It's not for an espresso.

1:18.2

You'd be in the hospital if you drank an espresso that large. But the good thing, guys,

1:22.5

is because I bought it at Disney, it only cost me $187.46 for this mug.

1:30.6

I think the good news is, is that it is maize and blue colored.

1:32.3

Oh, God.

1:33.6

Moving on.

...

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