So your Dad was around around 90 in 2020, so born around 1930? That was a tough time to be born. The Depression, WWII, by the time the economy really started booming in the 80s most careers were over.
You seemed to have handled it as gracefully as one can. Anyway, that's what I think about with my parents. The world they grew up in. Trump makes them feel like somebody. Fills a deep and sad void they feel later in life.
As armchair psychologist the photos of Harris wasn't a problem because of politics. You had new and cool friends. He saw you as rejecting him. Of course, you weren't. But again, the scars he probably had might have been deeper than we can understand.