Hank could never be an anti-Trumper. He's an everyman representative of a certain sort of Flyover Country boomer that I know really well. They are all, invariably, the most hardcore, instinctive Trump supporters on Earth. Being a New York billionaire heir is easily swept aside because they genuinely believe Trump is a kindly, saintlike (but earthy) figure who appeals through a mixture of bluntness/crudeness, humor, appeals to the same cultural touchstones as them (like the silliness about two flagpoles), and vicious mutual hatred between them and his enemies.
TLDR My argument is that I have never met someone like Hank IRL that doesn't want to slobber Trump's knob.