In 2021 I have RSUs vested for 2021, and sold vested shares (vested before 2021) from previous years. In my 1099-B I see both the sell-to-cover transactions for 2021, and the transaction where I sold my vested shares (which were already taxed for income from 2020 and earlier).
In previous years where I only had STCs, entering the numbers through the RSU walk-through is straightforward enough. At the end the wizard asks me:
In previous years it was no problem because the vested amount, the taxed amount are all reflected in my W-2 since I did not sell any shares except for the automatic STCs that covered the income taxes on these RSUs, and these were reflected correctly in my W-2 when the RSU administrator reported the numbers to my employer.
However since I sold my vested shares from 2020 and previous, these obviously wouldn't show in my 2021 W-2. But now since these got grouped into the same RSU grouping in Turbotax, if I don't select "yes" for "is this income included in wages" then my liabilities go way up, because I'm assuming the software is considering these were "not taxes for income", but this is not true since I paid the income taxes on these on previous years' when they vested. But if I do select "yes" the "computed value" doesn't match what's on my W-2, since obviously the previous-year-vested shares sale does not show up in my W-2 (which only includes the vestings in calendar 2021). Basically the lumping together of STCs during 2021 (which were reflected in W-2 2021) and sale of already vested (and income taxed) share in the Turbotax workflow is causing the issue.
So what should I do in this case? Should I just report the previous-vested shares as a regular stock sale?
What's more puzzling is that the calculated refund changes by a couple of dollars depending on whether I select "is this an RSU" or no, which make no sense to me? These RSUs were vested from before 2021, and AFIAK these shares are no different than if I bought these shares my self, and given that my cost-basis/proceed and acquire/dispose date did not change why would this toggle change the final refund.
All transactions were executed through the RSU administrator, so I got one 1099-B that just had header "my_company", then the transactions where named "unit 10", "unit 10", "unit 100"..., and I wonder if Turbotax would let me enter the STCs, and the sale of vested share separately. I feel like in schedule D it should all work out, but given that Turbotax have whole bunch of RSU worksheets I'm not sure if this is the correct move.
