this post was submitted on 23 Feb 2024
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Mildly Infuriating

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[–] [email protected] 21 points 8 months ago (7 children)

I wouldn't say heavily taxed. If he exercised his options more than 6 months ago he'll pay the flat 15% capital gains tax. Whereas his effective tax rate on his salary will be around 30%

[–] [email protected] 16 points 8 months ago* (last edited 8 months ago) (5 children)

Yeah and he can also use the stocks as collateral on a loan and avoid them all together.

[–] [email protected] 5 points 8 months ago (4 children)

I have read that that's one of the wealthy's "big secret" ways to avoid taxes. They allegedly live off of those loans as their spending money, while the value of the investments they use as collateral increases over time, but they don't pay taxes on the Unrealized gains. And they can keep borrowing more as needed with those same investments as collateral.

I don't have the whole scam figured out though. I'm not sure how they pay back the loans without having to cash out something that would generate a tax burden.

[–] [email protected] 3 points 8 months ago

I wonder if you can pay off loans by transferring the stock. Idk, just a thought

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