MovieBob reminds me of the episode "One More Pallbearer" from The Twilight Zone. The episode is about a rich narcissist who spends decades stewing about three people who crossed him in his past. (A teacher who suspended him for cheating, a military officer who courtmarshalled him for cowardice, and a priest who publicly shamed him for his shady behavior.) The rich narcissist eventually sets up an elaborate prank to try to get back at the people he hates, but when it backfires, the rich man goes insane, unable to comprehend the fact that other (read: normal) people are not as self-serving as he is. It's easy to imagine MovieBob in the position of this character (apart from the whole "being rich and industrious" thing.) I could certainly see Bob stewing for decades over some perceived slight given to him by an authority figure, and him running all kinds of revenge scenarios in his mind. Fortunately for Bob's old teachers, priests and authority figures, Bob's too lazy to do anything other than kvetch at them on Twitter.
(Of course, what this means is that the moment when Bob finally realizes how exceptional he is and goes insane as a result, will probably be postponed indefinitely, since he'll never risk directly confronting those he hates. )