Because if poor people can figure out these rich jerks are making piss poor decisions that have no long-term planning involved, while they don’t have the same crushing weight of poverty hanging over them, it must mean they’re the dumbest of dumb fucks.

This is legit something I try to explain all the time to people. The answer ultimately is as simple as "life is not fair".

This is also the same logic as to why I automatically dislike people who happen to just fanboy for famous people in general. That basketball player you idolized might not have the slightest clue about economics... So looking to them for economic-based political views doesn't really make sense.