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The Stacking Benjamins Show

The Tax Triangle Most Investors Have Never Heard Of (SB1831)

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

🗓️ 20 April 2026

⏱️ 54 minutes

🧾️ Download transcript

Summary

Most people think about investing in terms of what to buy. Joe Saul-Sehy, OG, and CFP Anna Allem argue the more important question is where you put it. This week they break down the three-bucket tax triangle that could save you thousands in retirement, plus answer listener questions on Trump accounts, UTMAs, and how to pull together a home down payment when your money is locked up in all the wrong places.

In this episode:

The difference between pre-tax, brokerage, and tax-free investing and why you need all three, what the new Trump account actually does and who it makes sense for, how to build a home down payment when your assets are tied up in retirement accounts, and why flexibility in your tax strategy matters as much as the investments themselves.

Biggest takeaways:

Draw a triangle. Label each corner pre-tax, brokerage, and tax-free. Then draw your buckets to scale based on where your money actually sits. If one bucket dwarfs the others, that's your problem to solve before you touch anything else.

The Trump account is not a traditional IRA, despite what the website implies. Money goes in after tax, grows tax deferred, and comes out taxable. For most people with a 529 and an UTMA already in place, keep going with what you have.

When your money is locked in retirement accounts and you need a down payment, the math has two sides. What does pulling it out cost you today in taxes and penalties, and what does it cost you in thirty years of lost compounding? Know both numbers before you decide.

Resources mentioned:


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Transcript

Click on a timestamp to play from that location

0:00.0

I don't think Anna's seen the mug that I got in Greece last year. Check this out.

0:04.0

No. Oh, that's cool.

0:06.0

It's the beautiful temple to Poseidon, which is just down the coast from Athens.

0:13.0

And of course, when you go there, you have to get the mug.

0:16.0

It's very cool. I like it.

0:17.0

Yes.

0:18.0

If you're brand new here to the Stack of Benjamin show, the reason why we show off the

0:21.0

mugs is because we begin every Monday with a salute to our troops who have been working triple

0:27.4

time lately to make sure that we are all safe. So everybody raise your mugs on behalf of the men and

0:35.2

women making podcast to Mom's Basement, the men and women around the world.

0:39.4

Stack and Benjamins.

0:41.1

Here's to you.

0:41.9

Thank you so much.

0:42.9

Cheers.

0:43.4

Cheers.

0:44.6

Now let's all go.

0:46.1

Stacks and Benjamins together, shall we?

0:48.4

Hey, shaking back, Cal!

0:50.6

Woo!

0:51.1

Shake in bite!

0:57.5

Live! Wow. Woo! Sanky bite! Live from Joe's mom's basement at the Stacking Benjamin Show.

1:16.3

I'm Joe's mom's neighbor, and today the star of the show is you.

...

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