Long ago, in high school. I was the victim of some pretty nasty bullying. Looking back, I can see there were a lot of things I did to make myself a juicy target - lack of grooming, superior attitude, victim complex, ignoring well-meaning advice. I'm also aware that most well-adjusted people, once their brains reach full maturity, realize how awful they were acting in their teen years and feel regret for their actions. The only people who remain bullies as adults are narcissists who live bitter lives, growing ever more hostile towards a world that refuses to acknowledge them as the superior being they themselves claim to be.
In other words, being a bully is both a crime and the punishment for that crime. I can't imagine Bob has a single moment of genuine happiness, apart from the shallow pleasures he gets from his own materialistic, pop-culture pursuits and his deep dives into the Twitterverse, where he is an unassailable moral crusader. No wonder he'd rather spend a luxury vacation hunched over a smartphone pontificating to his fellow blue checkmarks rather than enjoying the beauty and family that surround him.