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Feb 18, 2022 - I am having the very same issue!  I am unable to import my Vanguard brokerage 1099-B.  Even thought the tax statements are ready at Vanguard, I get an error message that says "the statements are not available".  I called Vanguard and they feel it is a Turbo Tax connectivity issue.  Please don't tell me to enter the 1099 manually........that is why I bought the Premier version of TT so I would not have to enter manually and possible make a mistake with so many transactions.   I tried contacting TT by phone but their automated system did not recognize the email address I am using to login - which makes no sense.  Round and round we go..............this has not been an issue for me in prior years with Vanguard and I see multiple complaints out here so TT needs to respond.