DavidD66
Expert Alumni

Get your taxes done using TurboTax

It sounds like an issue on the Vanguard side.  I suggest you delete the 1099-DIV import and download again.  If you didn't the first time, download from the "Stocks, Mutual Funds, Bonds, Other" section of the program.  If the 1099-B still won't download, you will have to manually enter.  If you have a lot of transaction, don't panic, you don't have to enter each one.  You can enter  category totals:

 

Your brokerage statements should include a summary of your transactions, grouped by sales category, for example, "Box A short-term covered" or "Box D long-term covered." You'll enter the summary info instead of each individual transaction.

  1. Open or continue your return (if it's not already open) 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
  4. On the OK, what type of investments did you sell? screen, select Stocks, Bonds, Mutual Funds, then Continue.
  5. When asked how you want to enter your 1099-B, select I'll type it myself.
  6. Answer the questions until you can select Enter sales section totals.
  7. 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.
**Say "Thanks" by clicking the thumb icon in a post
**Mark the post that answers your question by clicking on "Mark as Best Answer"

View solution in original post