Personal Finance & Money Asked on August 31, 2021
Suppose I buy a deep-in-the-money call option, it expires in-the-money, and I take delivery of the underlying stock at the strike price. Will a realized loss equal to the premium of the option be recorded according to US tax law?
It appears to me that the wash sale rule will apply, but I do not sell the option at a loss. It just expires in-the-money, and I take delivery of the underlying stock.
The premium of the option will become part of the cost basis for the stock, meaning the cost basis of your stock is the strike price of the option plus the premium paid. There is no tax consequence until you sell the stock that you received. The price you sell the stock for minus the cost basis will determine if you had a gain or a loss.
The category of the gain/loss (long- or short-term) is determined by the time period that you hold the stock. Even if you held an option for more than a year, you have to hold the stock for at least a year do get long-term capital loss/gain treatment.
From IRS Pub 550:
If you exercise a call, add its cost to the basis of the stock you bought. If you exercise a put, reduce your amount realized on the sale of the underlying stock by the cost of the put when figuring your gain or loss. Any gain or loss on the sale of the underlying stock is long term or short term depending on your holding period for the underlying stock.
Wash sale rules do not apply here, since you didn't realize any loss that would trigger a wash sale.
Correct answer by D Stanley on August 31, 2021
You do not have a realized loss on the option. There is no involvement with the wash sale rule.
When you exercise a long call to buy the underlying, your cost basis of the stock is the premium paid plus the strike price (ignoring commissions if you're still paying them).
Your gain will be long term or short term depending on your holding period for the underlying stock.
See page 58 of IRS Publication 550 for details on how options are handled.
Answered by Bob Baerker on August 31, 2021
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