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Your Money Guide on the Side

Why Men Are Terrible Investors (And Lose 1% More Than Women Every Year)

Your Money Guide on the Side

Tyler Gardner

Business, Education, Entrepreneurship, Investing, How To

4.9 • 2.4K Ratings

🗓️ 22 December 2025

⏱️ 33 minutes

🧾️ Download transcript

Summary

This week's helpful resources: Fabric (term life) and Gelt (small business taxes). Term life insurance sits at step three in my financial order of operations—before your emergency fund—because if something happens to you, it becomes the emergency fund for everyone you leave behind. Get covered in ten minutes at meetfabric.com/tyler. If you're a small business owner or high net worth individual, finding the right tax partner isn't optional—it's the first domino that determines whether you keep your money or hand it to the IRS. Start with a free consultation at joingelt.com/tyler. And now back to the show(notes!) :) Most investing mistakes don’t feel like mistakes while you’re making them. They feel reasonable. Sometimes they even feel responsible. In Part 2 of this behavioral economics series, Tyler moves past the “greatest hits” and into the deeper, quieter biases that don’t get talked about as much — but are still quietly wrecking portfolios day after day. Think album tracks, not radio singles. If Part 1 was Madison Square Garden, this episode is the smaller venue where the real damage happens. In this episode, Tyler breaks down five lesser-known behavioral biases: The Disposition Effect — why we sell winners too early and cling to losers too long The Ostrich Effect — how avoiding uncomfortable information can sabotage your plan Mental Accounting — why treating dollars differently based on where they came from is costing you real returns The Gambler’s Fallacy — how seeing patterns in randomness leads to terrible timing The Action Bias — why doing something often feels better than doing the right thing (which is usually nothing) Along the way, Tyler explains why these behaviors feel correct in the moment, why willpower doesn’t fix them, and why most investors don’t need better predictions — they need better systems. Automation. Rules. Fewer decisions. Less fiddling. This episode isn’t about becoming more active or more sophisticated. It’s about accepting a hard truth: successful investing is supposed to be boring. If it’s exciting, you’re probably paying for that excitement with your returns. If this episode helped you recognize one habit you need to break — or one urge you need to stop indulging — leaving a quick review on Apple Podcasts or Spotify genuinely helps. It helps other people find the show and keeps this whole experiment going. Until next time, remember: the best investors aren’t the smartest. They’re the ones who do the least amount of dumb stuff.

Transcript

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0:00.0

Here's the brutal truth in investing. Doing nothing is doing something. Staying the course through market volatility is an active decision, even though it doesn't feel like one.

0:16.0

Hello, friends. This is Tyler Gardner, welcoming you to another episode of your money guide on the side,

0:22.1

where it is my job to simplify what seems complex, add nuance to what seems simple, and learn from

0:27.9

and alongside some of the brightest minds in money, finance, and investing. So let's get started

0:33.6

and get you one step closer to where you need to be.

0:38.3

Welcome back to your money guide on the side, the podcast where we try to make sense of your

0:42.5

money without putting you to sleep in the process.

0:45.5

Though I make no promises, and yes, last week I did get an email asking if my channel

0:50.7

was actually an ASMR channel.

0:53.9

If you don't know what that is, look it up.

0:55.1

Kind of interesting. No, it's not, but thank you for the compliment. I'm genuinely delighted

0:59.2

you're here for another episode, which either means you found last week's discussion useful,

1:04.2

or you've developed a concerning addiction to financial podcasts. Either way, I'll take it,

1:09.4

and I love it. Before we dive in, as always, if

1:12.3

the show has been helpful to you, if it saved you from a bad investment decision or helped

1:16.8

you understand something that previously made your eyes glaze over, or simply somewhat entertained

1:22.6

you during your commute, it would be amazing if you considered leaving a review on Apple

1:27.4

podcasts or wherever

1:28.6

you're listening. Reviews help other people find the show, and frankly, they help me feel

1:33.9

slightly less like I'm that kid from Wet Hot American Summer who's talking into a radio

1:38.5

station microphone that's not ultimately connected to anything. All right, today we're going to continue what we started last week, but this week we're rolling out

1:48.7

the 2.0 version of behavioral biases that are costing you money and mental stability.

...

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