Why is it asking for the information for the 1099 and not downloading from fidelity?

It may still be a little early to get a final 1099-B.   A consolidated 1099 form should be postmarked by February 16, 2021, according to the Internal Revenue Service (IRS).

 

You might check with Fidelity to make sure it is available for download.

 

I can't help you with the download if it's not working properly, but I can give you an alternative that is better than manually entering each transaction.  You can enter summary totals for each asset sale category.  It will require you to mail a copy of your Form 1099-B along with Form 8453 (which TurboTax will generate).  To do this in TurboTax Online,

 

 Click on Search

• In the Search Window type 1099-B
• Click on Jump to 1099-B
• Click + Add an Account (if the account you were trying to download is showing, delete it first)
• Answer Yes to "Did you get a 1099-B or a brokerage statement for these sales?"
• Click on "I'll type it in myself"
• Select your Bank or brokerage and click Continue
• On the page with "Tell us about your ... 1099-B" click the button "I'll enter a summary for each sales category"
• Enter your Investment Sale information and repeat to you have entered for each category.