Have you tried clearing your cache and cookies?
How to clear your cache.
These weird little programs that run on your browser can do nutty stuff to the TurboTax program.
If that doesn't work you should try changing your password on the Vanguard site to something reallt simple, importing your statements, then going back to Vanguard and changing your password back to something more complex. There has been some communication issues with special characters in the password fields.
If none of that works then you really may have to enter the 1099-B in manually. You can enter summary totals for the sections so that you don't have to type everything in, but it's still a hassle.
@rrao13
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