"If you enter into a closing transaction by paying an amount equal to the value of the put or call at the time of the payment, the difference between the amount you pay and the amount you receive for the put or call is a short-term capital gain or loss." -- IRS
Reporting:
In order to close a short you must go to the market and acquire some securities, in this case, some options.
The acquired date is the date you closed the short sale.
The disposed date is one business days later (settlement).
Note to those for whom it is not obvious: Date Acquired and Date Disposed refer to Columns (b) and (c) on Form 8949 that you will report to the IRS.
Your trade date is the date you closed the position and goes in (b). Settlement date must be calculated taking into account weekends and market holidays.
"If an option that was granted (written) expired, enter the expiration date in column (b) and enter “Expired” in column (e)." -- IRS.
I found that TurboTax did not support this and probably still doesn't.
From this you can see that a short is always a short term capital gain or loss, no matter how long you are short.
You don't have to detail any Box A transactions without adjustments that are aggregated on Schedule D LIne 1a.
