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UPDATE: FYI I have been in contact with Fernando from the Office of the President of Turbo Tax who promised to help me resolve this problem for myself and many other customers. He agreed that the licensing protocol should not be impacted by peripheral devices plugged into USB ports. He sent me a free copy of 2020 Turbo Tax (TT) because I refused to buy it until they fixed this licensing/activation issue. I was able to duplicate the problem by downloading TT in Windows 10 on my laptop with a flash drive plugged into the USB port. I then unplugged the flash drive, updated 2020 TT, and then closed TT. When I opened TT it immediately asked for my product key as if I had never activated the software. EXACT same issue as 2019 (and one I never in prior years so TT knows how to correctly check for valid license). On Feb 2, 2021, I emailed Fernando at [email address removed] with a link to this discussion string about the problem. On Feb 10, 2021, I informed him via email that I was able to replicate the problem and asked him to call me ASAP to solve it. I have not heard back from him yet. If I make any progress I will update everyone here.