r/wallstreetbets • u/mori226 Paid $1.25m to change his flair • Feb 13 '25

Gain 10x... $123k -> $1.2M on HIMS

Alright lady and gent degens. I present to you my first ever 10x on a single trade. I'm pretty proud of this bad boy.

Hope you all rode this rocket up with me. This was hell of a fucking trade.

Bought 11/06/2024, sold today, 2/13/2025.

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u/mori226 Paid $1.25m to change his flair Feb 13 '25

No idea, when to buy. I personally just bought shares. But I plan to hold for a while.

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u/Iggyhopper Feb 13 '25

I did some napkin math if I scored a milly.

Selling it now is the best possible time because you can leave the gains invested for a year. (Versus selling in say, December, where taxes are due pretty damn soon.)

If you leave all of it for a year in a regular ETF, you only pay 20 to 22% of capital gains versus the whole 30%. This is counting the money you would make in a regular market for the whole year. 

Plus, the taxes you would pay on the now invested money leaving it for a whole year is only regular taxes, and not capital gains. 

The other option is to take out 30% and hold it or put it in a HYSA.

3

u/se7enthson Feb 13 '25

Have you heard of estimated quarterly tax payments?

18

u/Iggyhopper Feb 14 '25

I do stocks, not taxes.

2

u/se7enthson Feb 14 '25

IRS has already considered what you suggested and you'd pay a penalty unless you pay quarterly estimated taxes

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u/RainieDay Feb 14 '25

Not if OP made significantly less last year. It's the lesser of taxes owed in a year and 110% of last year's taxes.