Because you don't have to be smart to have a lot of money. I knew a kid in school, couldn't spell 'phone', had his mom do all his homework and projects, never took SATs, dumb as shit. He's an exec at JP Morgan now.
I can't even express in words how fucking stupid and cringe this guy is... That comic is some shit I would have found clever when I was 12 years old and my understanding of politics was 100% shaped by the Fox News that was constantly playing in my house. Imagine being a full-formed adult human, and thinking this was some kind of deep thought.