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Your Money Guide on the Side

How to Save $50,000 in Taxes by Moving Your Investments to the Right Accounts

Your Money Guide on the Side

Tyler Gardner

How To, Entrepreneurship, Business, Education, Investing

4.92.4K Ratings

🗓️ 29 December 2025

⏱️ 44 minutes

🧾️ Download transcript

Summary

For those of you looking for more helpful resources, check out the amazing companies that make this endeavor in free financial literacy possible: 1) If you are running small business and DON'T want to make your taxes yet ANOTHER small business, check out Gelt today. They can help small business owners and high net worth individuals who are looking for strategy beyond filing. 2) And if you are tired (as I was for WAY too many years) of paying rent and feeling as if you were getting nothing in return, check out Bilt, and consider joining their renters' loyalty program. It is an amazing way to -finally- get something back after years of feeling like you're throwing money towards someone else's equity. Most people spend a lot of time obsessing over what to invest in. Very few people think seriously about where those investments should live — and that mistake can cost you tens of thousands of dollars over a lifetime. In this episode, Tyler breaks down account placement strategy — the unglamorous, aggressively unsexy topic that quietly determines how much of your money you actually get to keep. Because just like real estate, with investing it’s all about location, location, location. This isn’t about finding the perfect fund. It’s about putting the right investments in the right accounts. In this episode, Tyler covers: The three main types of investment accounts — tax-deferred, tax-free, and taxable — and what each one is actually for Why taxes matter more than most people realize, and how bad account placement creates avoidable tax bills Which investments belong in retirement accounts (and which absolutely don’t) How access and liquidity should shape where your money lives, especially if you want flexibility before retirement Why volatility feels different depending on the account, and how to use that to your psychological advantage Real-world examples showing how small placement changes can save real money over time Along the way, Tyler explains why “max everything and figure it out later” isn’t always smart, how over-locking money can quietly limit your life choices, and why the goal isn’t tax perfection — it’s alignment. Alignment between your accounts, your investments, your time horizon, and the life you actually want to live. This episode isn’t about optimizing every dollar with spreadsheets and IRS tables. It’s about not making preventable mistakes. Put tax-inefficient investments where they’re protected. Put volatile investments where you’re less likely to panic. Put short-term money where you can actually reach it. And stop throwing money into random accounts and hoping it works out. If this episode helped something click — or made you realize you might want to move a few things around — leaving a quick review on Apple Podcasts or Spotify genuinely helps. It helps other people find the show and keeps this whole project going. As always, the goal isn’t perfection. It’s getting one step closer to alignment. Hope this gives you something to think about this week.

Transcript

Click on a timestamp to play from that location

0:00.0

taxes matter, access matters, volatility matters, time horizons matter. And if you're not thinking

0:06.5

strategically about where you put these investments, not just what you buy, you're leaving tens of

0:12.5

thousands of dollars on the table. Hello, friends. This is Tyler Gardner, welcoming you to

0:19.4

another episode of your Money Guide

0:21.2

on the Side, where it is my job to simplify what seems complex, add nuance to what seems simple,

0:27.5

and learn from and alongside some of the brightest minds in money, finance, and investing.

0:33.0

So let's get started and get you one step closer to where you need to be.

0:41.3

Hello, and welcome back to your Money Guide on the side. I'm Tyler, and today we're talking about something that sounds incredibly boring,

0:45.3

but could save you tens of thousands of dollars over your lifetime.

0:49.3

Account placement strategy.

0:51.3

Or, as I prefer to call it, because I am addicted to watching shows like

0:55.2

selling sunset nightly just to see the latest drama between Nicole and Emma, and to look at

0:59.9

houses that I will never be able to afford. It's all about location, location, location.

1:06.3

Because just like real estate, where you put your investments matters almost as much, if not more,

1:13.1

than what you invest in. You wouldn't buy a beach house in Kansas, and you shouldn't put high-growth

1:18.9

stocks in your taxable brokerage account when you have perfectly good Roth IRA space sitting

1:24.7

empty waiting for some action. Now, I know what you're thinking. Tyler, this sounds like the kind of topic that will put me to sleep

1:30.3

faster than a Ken Burns documentary on the history of wheat fields.

1:35.3

And you're not wrong.

1:36.3

Account placement strategy is aggressively unsexy.

1:39.3

It's the financial equivalent of reading the ingredient list on a cereal box.

1:45.0

But here's the thing.

...

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