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Get your taxes done using TurboTax
I'd say "wait" as you may, or may not, get a 1099-B for the sale. If you do get a 1099-B then you'll need to report the sale or the IRS will, some day, ask about it. The 1099-B itself will have no "tax info" on it. The cash raised from the sale of stock "for taxes" is already on the W-2. A "same day" sale - vesting and sale occurring on the same day - typically shows a small loss due to selling commissions and fees.
Even if you don't get a 1099-B you can still report the sale, telling TurboTax that no 1099-B was received. Why would you want to do that? Simply to avail yourself of the (small) tax benefit of report the small loss.
‎February 13, 2020
4:20 AM