I, too, have issue with TT not automatically determining that I SHOULD annualize my income instead of telling me I owe a penalty and making me figure it all out on my own. I purchased Premier because I sold stocks and received capital gains. I sold an amount in August that would have caused me to pay the penalty but annualizing prevented me from paying it. The information was imported from the financial institution that included the dates of the sales so it should know, or at least suggest, I should annualize. Very disappointing.
