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Generating losses to offset a large capital gain
Source: Reddit Investing · 2026-05-23
I’ve been laid off recently and at the same time will have a large capital gains moment this year, say 500k+ in capital gains. I’m going to be getting some shares and it’s not yet known if we’ll be taxed at the moment the shares are issued or if it will be until we sell the shares. It’s probably going be a taxable event when we get the shares. So this calendar year I’m going to be in a high tax bracket probably 35 or 37% and next year I’ll probably have no ordinary income and will be living off
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