Look at it more from a "how funny would it be if we selected a radical decadent elite to fuck over all the other decadent elite people we hate?" perspective and it will start to make sense. Imagine if we could get corrupt Russian oligarchs to overthrow Putin, wouldn't we want that? Wouldn't it be MORE poetic if anything from our perspective? The same could be said about choosing a decadent elite to overthrow all the other decadent managerial elites. That's who Trump is for them. Kinda poetic when you think about it.