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Instead of manually entering transactions, you enter a summary of the sales categories.  If you decide to use the summary method and have some transactions from the 1099-B already entered, then you will delete those entries so they will not be counted twice.

To Delete any entries that would be duplicates::

 

  • Federal
  • Wages and Income
  • Stocks, Mutual Funds, Bonds, Other
  • If you have any entries from the 1099-B, delete them by moving them to the wastebacket.

 

Your 1099-B should have groupings. For example "Short-term covered" or "Long-term covered".

  1. Open or continue your return and search for stock sales.
  2. Select the Jump to link in the search results.
  3. Answer Yes to Did you sell stocks, mutual funds, bonds, or other investments in 2020?.
  • If you land on Your investment sales summary, select Add more sales. 
  1. On the OK, what type of investments did you sell? screen, select Stocks, Bonds, Mutual Funds, then Continue.
  2. When asked how you want to enter your 1099-B, select I'll type it myself.
  3. Answer the questions until you can select Enter sales section totals.
  4. You'll now be able to enter the total proceeds (sales) and cost basis, along with the sales category. Refer to your 1099-B for the amounts and category. When finished, select Continue.

If you summarize the stock sales instead of entering them individually, you may need to mail in a copy of the 1099-B or statement showing the individual transactions with Form 8453. Not required if just Box A sales or Box D sales and there are no adjustments necessary. 

 

TT will prompt when the statement and 8453 needs to be mailed to the IRS.

 

How to Enter a Large Number of Stock Transactions

 

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