Yes, if you sold for less than the fair market value on the date they vested (which is the value used to determine income included in box 1 of your W-2, and your cost basis) you will a loss.
No you cannot enter as a single transaction as though it was a single sale. You can enter it as a category total, but then you will have to mail a copy of your 1099-B to the IRS.
You do not need to go through the Employer Stock step-by-step for RSUs if you know the correct cost basis, and it was correctly reported as income and taxes were withheld.
If you received a stock award (e.g. Resricted Stock, or RSUs), tax is assessed on the value of the stock on the day the stock vests/ is delivered. That amount is ordinary income, and is included in Wages on Box 1 of your W-2 for that year. Your cost basis is also the value of the stock on the day it vests or is delivered. The problem is, brokers don't have (or don't report) that information. If you know the amount that was added to your income, that is your actual cost basis. In order to keep from paying tax on the stock award twice, you have to correct your cost basis. To do so, go to that 1099-B transaction, and on the page with the Description, Date Acquired, Date of Sale, Sales Price, and Adjusted Cost or Other Basis, click on "I'll enter additional info on my own". On the next page, enter the "Corrected cost basis"
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