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For expired puts with zero cost basis the data imported from 1099-B is correct with respect to dates, the sell date is the date when the put was sold which is box 1c, acquisition date is the date when the option expired which is box 1b. Note the date sold comes before the date acquired in these cases. This imported dates matches with 1099-B don't see a issue there the problem is when it asks for Needs review, there is a Radio button with two options "expired" or "sold", if you select expired proceeds will become zero (which seems incorrect) and it won't match what is reported on 1099-B. if we select "sold" then the proceeds amount remains intact (although option was actually expired). I was on call with the customer representative for hours explaining how options work and explaining the problem but even she was confused looking at the screen about which option to pick (not sure why turbotax makes a note of this), upon discussion for few hours we concluded that it is probably a good idea to choose "sold" because that would match the data reported in 1099-B. Not totally convinced with the solution but I guess there is no other choice at the moment.