I have posted on this problem as well. Not only could I not import 1099-DIV from Vanguard, but importing a PDF directly into TT resulted in numerous errors.
I pay a premium for TT because it advertises the ability to import 1099's from Vanguard but when it does not work I'm told to "input manually". I've had more problems with TT this year that any of the past 20 years.
