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Retirement tax questions

Your adjusted cost basis is the exercise price, which should be the amount on your 1099-B plus the bargain element, which is the amount reported in Box 12 -V.   You have to adjust the cost basis of the stock as shown on your Form 1099. You will have to enter the 1099-B to account for any capital gain or loss as well as adjust the cost basis to reflect the amount reported on your W-2.  To enter your 1099-B, go to:

  • Federal Taxes
  • Wages & Income
  • Investment Income
  • Stocks, Mutual Funds, Bonds, Other
  • Answer Yes you received a 1099-B
  • Do not enter your broker-dealer name and download your 1099-B, instead,
  • Click on "I'll type it in myself"
  • Enter your Broker and click Continue
  • Indicate the type of trades you have on your 1099-B (A, B, D, E, X)
  • Enter the details of your transactions as reported on your 1099-B THEN
  • Check the Box for "This sale involves an employee stock plan (including ESPP) or an uncommon situation".  Additional information will appear.  Click on Start Now
  • Indicate "I have sales from an Employee Stock Plan, including ESPP, NQSO, ISO, RS, and RSU"
  • Follow the instructions for the type of employee stock plan you have.  Additional information on these plans is available by clicking the blue Learn More link
[Edited 04-11-2019 | 5:40 EDT]