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JamesG1 might be correct for 2023 taxes, but not for 2024. For calls or puts that are written and expire worthless, they are shown as having NEGATIVE PROCEEDS and zero cost, but you should edit that to $0.01 for TT. Don't make the mistake of marking it as an option that expired because that will zero out the negative PROCEEDS. The acquisition date is the date the contracts were written and is the same as the sale date.

 

However, if a put or call is written and later repurchased, the date acquired is the date the contract(s) was written and the date sold is the date it was repurchased. In the this the positive cost is repurchase cost and the positive proceeds is the premium received on the earlier date when the contract was written.

 

TurboTax accepts all this properly, but editing anything is a real pain.

 

Option contracts that are bought and sold normally (i.e., BOUGHT first) are treated no different than stock -- no negative numbers, and if an option expires worthless, you should definitely identify the security as OPTIONS and check the box indicating it expired. That will eliminate any PROCEEDS field altogether but will show up as 0 on the IRS forms.