Anyone know if there is a way to avoid short term capital gains tax if I sell company stock shares the same day I get in my ESPP? Or some other way?

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Don’t believe so. We had to dispose of my wife’s stocks for compliance reasons too and the inability to at least get a lower tax rate because of it being treated as regular income almost made it not worth it.

Also depending on how it is set up the discount could be taxable as well (ordinary income)

The benefit is if you hold it for the required period. The only way you can maybe get out of that is if your company were to be acquired and the exchange in shares or complete buyout would be part of it. They would then maybe structure it to make you whole. Otherwise nope.

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