WRT to the next significant TC threat to Tampa Bay metro, sure there is a "cry wolf" variable but most people are able to understand imminent threats to life and property and will act accordingly, especially those most exposed or vulnerable.
There is always a slice of the populace, in TB and everywhere, that is skeptical or jaded towards threats from natural forces and will consider it a badge of pride to resist calls to evacuate or even prepare. And there may be more people not in direct peril that reconsider leaving the next time.
But there won't be a massive contingent of people refusing to evacuate the next time TB is in the cone a few days out from a significant TC.