TLDR:
Guy: I was doing better under Trump
Dembot "reporter": No you weren't!
Then she wants to snark because he has a boat. "Well you can't be too poor, you own a boat!" Because that's how these bots think. If you aren't living under a bridge and eating out of trash cans, you have it good so shut up and stop criticizing their cult leaders.
So anyway, that MAGA crowd? That's what my city looks like at pretty much every event or festival.