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system
can i sell my espp in a different order than i acquired it, to avoid paying too much tax on profits?
user
that's up to you. if you instruct your broker to sell shares purchased in specific lots, they can do that -- but doing so requires that you and/or they track specific fractional lots forever afterwards so you know what is still there to be sold. fifo simplifies the bookkeeping. and i am not convinced selecting specific lots makes much difference; the government gets its share of your profits sooner or later.
assistant