This year, 4 of the Restricted Stock Units (RSU's) I was awarded by my company vested. I had the the shares set to "Sell to cover" in order to cover the taxes immediately. To cover the taxes, 2 of the 4 shares were sold, and I was paid out the remaining balance on the second share as it did not take the entire value of both shares to cover the taxes. Do I need to file a 1099-b on this transaction?
Yes you do, if you actually receive a 1099-B.
With a "same day" sale - vesting and sale occurring simultaneously - brokers are not required to issue a 1099-B, though they are required to provide a "statement" with the same information on it. If you don't get a 1099-B then you don't need to report the sale although you can if you wish since "same day" sales typically result in a small loss due to selling commissions and fees.
If you do get a 1099-B or decide that you want to report the sale even though a 1099-B wasn't issued, then you need to upgrade to the online "Premier" version.
Tom Young
Yes you do, if you actually receive a 1099-B.
With a "same day" sale - vesting and sale occurring simultaneously - brokers are not required to issue a 1099-B, though they are required to provide a "statement" with the same information on it. If you don't get a 1099-B then you don't need to report the sale although you can if you wish since "same day" sales typically result in a small loss due to selling commissions and fees.
If you do get a 1099-B or decide that you want to report the sale even though a 1099-B wasn't issued, then you need to upgrade to the online "Premier" version.
Tom Young