When you sold to open the position, that was the date you acquired the position. And the date the option expired, or you bought to close the position is the date you disposed of the short position. So, enter the date you acquired the position as the "purchase" date, and the date you disposed of the position as the date you "sold" the position. The premium you received for selling the option is your proceeds. If you bought to close the position, that would be your cost. If it expired worthless, the cost basis is zero.
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