<<<If, for whatever reason, you DO want to specify the other lower basis ($18) shares, you might be able to do so (but, as KAT points out, I'm not sure why you would want to do so).>> Might want to generate a short-term loss carryover (the higher basis shares were held long-term). Wouldn't matter for this year because no other gains or losses, but for next year could be better. But the original question indicated only an interest in generating a $3,000 loss for the current year.?Similar for me. I wanted to generate a $3000 tax loss, but wanted to raise as much money as possible, so I sold the shares with the lowest capital loss (lowest in terms of absolute value). Later I should be able to sell few shares to get a larger capital loss if I need to.
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