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Personal Investments • Ways to Deal with Large Gains in Taxable Account

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1. Give to charity via Donor Advised Fund
2. Continue to hold them and turn off automatic reinvestment of dividends and cap distributions. Worst-case scenario, the stock tanks during your lifetime (although you'd be able to deduct the losses). If you hold long enough, your heirs inherit it with a stepped up basis (if the law doesn't change).
3. Sell them gradually over multiple years while staying in the same cap gains tax bracket.

This might be helpful: https://www.bogleheads.org/wiki/Paying_ ... itch_funds

Statistics: Posted by tashnewbie — Tue Jan 23, 2024 7:54 am — Replies 18 — Views 1767



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