Investors & landlords

TurboTax certainly does allow you to enter security sales where you have not received a 1099-B, though it sounds like this was a "same day" sale of employer stock.  In this situation you don't have to report the sale though you may wish to report the sale to take advantage of the small loss that typically occurs in this situation.

 

In the desktop product you start the "Stocks, Mutual Funds, Bonds, Other" interview, tell TurboTax that you had security sales, and then tell TurboTax that you did not receive a 1099-B.  That places you in a somewhat different interview than if you reply "Yes" to the 1099-B? question.  I assume the online product does something similar.

 

The alternative interview also has "guided" interview for all sorts of sales, including sales of employee stock but there's no "Income Tax Return Reporting Requirement" that means you must use the guided interview.  All security sales that show up on Form 8949 look exactly the sale:

  1. What was sold
  2. Date of sale
  3. Proceeds
  4. Date of acquistion
  5. Cost basis
  6. (In some cases and only if a 1099-B is issued) Adjustment code and adjustment amount

There's nothing there that says "This was employer stock that I sold."   So simply enter the five pieces of information that's needed to report the sale, and you're done.