He seems a little too dim to have made all that money himself, not to mention his kind of toddler temper tantrum to Ivan.

I think you've put your finger on it neatly.

Justin's social stupid strikes me as the kind of stuff you pull when you're thirteen and the cock of the block -- like, the most popular kid in middle school, who is popular because he is FILTHY RICH and a GIANT ASSHOLE? And it's like he never progressed beyond that stage.