Matt Bernstein

speaker

6,267 appearances 12 recordings 2 series first heard Jan 2026 last heard 18 Sep

Matt Bernstein’s voice in public audio — every appearance, attributed to the second.

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recordings per month · last 12 months

Recordings per month over the last 12 months — 12 in all, peaking in Sep 2026 with 2.

Appearances

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A Bit Fruity with Matt Bernstein · You’re Wrong About Jools LeBron (and Influencers) · 21 Aug 2026 podcast

Because my dad Quarterly taxes.

Yes.

I love it.

You have to tell them how much money you think you're gonna make and then pay taxes on that.

And then if you don't make that much money or you make more than that much money, then you have to relitigate how much money you thought you were gonna make.

And do you know who doesn't struggle with taxes?

Billionaires.

Because they don't comply with this system.

They don't operate within the system because billionaires, I have to like bring my temperature down.

It's so weird how it's like the times that I get the most worked up on this podcast is when I talk about taxes.

Because billionaires do a little thing called buy, borrow, die.

And this prevents them from ever having to pay taxes.

And I will try to explain this to you with no notes in front of me as succinctly as I can.

Buy, borrow, die is a strategy wherein the richest people in America accrue assets like luxury homes, like yachts, like paintings, like enormous.

Stock portfolios.

Then, with their millions and millions and millions of dollars of inventory, they take out loans from the bank for more millions and millions and millions and millions and millions and millions of dollars to fund their lifestyle, to buy whatever they want to buy.

And what they say to the bank is: I will use my existing assets as collateral, meaning if

If I can't pay back this loan, then you can take my $10 million painting that's hanging inside of a home that I never go to.

The reason they do this to fund their lifestyle instead of liquidating any of the money that they have in stocks is because when you sell things from your stock portfolio, you have to pay what's called capital gains on the value that's been added to that asset since you purchased it.

When you take a loan from the bank, you do not have to pay taxes on that money.

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