At the end of each year, you should always take a look at your taxable brokerage accounts. One thing to check is whether you can reduce your capital gains by offseting with any losing stock sell.
If you have capital gains during the year, one questions to ask is whether you have some stocks that you don’t want to own anymore and you will sell for a loss, or you have some stocks losing value but you still want to own them.
In the first scenario, you can just sell the losing stock and use it to offset your gain. For the second scenario, you can buy the stock and sell the same stock 30 days later, or you can sell the stock first and buy the same stock back in 30 days. Either way, you can use the proceeds to offset the capital gain. This is called ‘Wash-Sell’ rule which will allow you to deduct the loss on your tax return.
https://www.sec.gov/answers/wash.htm
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