Watch Out for Wash Sales

Watch Out for Wash Sales

If you want to sell a security at a loss and buy the same or a substantially identical security within 30 calendar days before or after the sale, you won’t be able to take a loss for that security on your current-year tax return. However, there are some compensations: You will be able to add the amount of the loss back onto the cost basis of the replacement security, which can help with taxes later, as we’ll see below. In addition, the holding period of the original security gets tacked onto to the holding period of the replacement security.

Here’s an example:

Let’s say you buy 100 shares of XYZ stock for $10 per share ($1,000 of stock). One year later, the stock starts dropping, so you sell your 100 shares for $8 per share—a $200 loss. Three weeks later, XYZ is trading at $6 per share and you decide that price is too good to pass up, so you repurchase the 100 shares for $600. This triggers a wash sale.

As a result, the $200 loss is disallowed as a deduction on your current-year tax return and added to the cost basis of the repurchased stock. That bumps the cost basis of your $600 of replacement stock up to $800, so if you later sell that stock for $1,000, your taxable gains will be $200 instead of $400. And because you previously held XYZ for a year, it will automatically be treated as a long-term capital gain, even if you sell it after just a few months.

So, it’s not all bad news. A higher cost basis decreases the size of any future gains realized from the sale of the replacement security, thereby lowering your future tax obligation. If you sell the investment at a loss, the higher cost basis would actually increase the size of the loss for which you could claim a deduction.

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And a potential upside of the extended holding period is that it would lower your tax obligation if you sold the replacement security after less than a year. (Normally, short-term capital gains from investments held for less than a year are taxed at the higher regular income tax rate, while longer-term capital gains are taxed at the lower capital gains rate).