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united-states income-tax tax-deduction employee-stock-options

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March 9, 2026 Score: 0 Rep: 194,732 Quality: Low Completeness: 20%

During the burst of the .com bubble in the early 2000s, there were a lot of people in a situation much worse. You have a paper loss (not even materialized yet) of $55K, people at that time had losses in hundreds of thousands to the millions that happened due to exercising at the peak of the market which then went on to crash. I'm sure there are more than a few people that are going to deduct these losses $3K a year for the rest of their lives to still not even make a dent.

Unless they have a significant capital gain to offset these losses, they don't have any other recourse. Neither do you. That's the risk of equity as compensation, if you choose to keep it.