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It's really not. Let me know if you find any lenders that will let me pay off a mortgage with a capital loss.

At least in the startup narrative that circulates on HN, most early employees at a company with that kind of IPO would hope to have a lottery like level of financial windfall. Now their upside is if they manage to get luck a second time they get to offset their winnings? :/



> Let me know if you find any lenders that will let me pay off a mortgage with a capital loss.

I don't.

But the IRS will let you pay your taxes that way.

It obviously depends how much equity vs income you're talking about.




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