Am I missing something?
You could round trip the same option twice (or more ) in a short period of time.
I realize that I was not being careful with my language. My point was that unless the wash sale was for a security that you ended up holding through the end of the year, that the total applied capital gains for the trading of options like this will match your intuitive notion of your total trade gains. Even if some of the sales are marked wash sale disallowed, when these options are closed out or expire, the adjustments to the cost basis of the matched securities should balance the accounting so your taxable gains are what you expect. (I almost said 'it should come out in the wash' but that would have doubled down on my careless language.) This is the thing I'm trying to verify was done correctly by RH and is being properly reflected in TT.
