I never tried using expired as the date so I personally haven't observed TT actually changing any of the box A info only that it doesn't like the way E-Trade or Robinhood report the transactions on the 1099b.
However upon closer study, TT is actually correct. For short trades only the closing date should be reported on the 1099b and hence the 8949. The dates should be the same or one day apart if the option expired worthless.
Nonetheless, TT needs to help us through this quagmire not make it more difficult. I ended up using TT desktop deluxe becausei t doesn't care that the sold date is wrong and neither does the IRS. I have been filling out my 8949 identically to the way my 1099b reports the transactions for years without any comment or concern from the IRS even though it reports them technically wrong.
What is new is that TT online edition actually cares and throws up a road block preventing me and many others from using it efficiently.
