I find it kind of weird. Didn't Wolfram get a doctorate at like age 19? And have a successful company pretty shortly afterwards? Why does he act so insecure and feel the need to brag about himself all the time...what could he possibly even be insecure about?

It feel like he is playing a character in public spaces. And while i'm sure arrogance is a part of his person (and for once its warranted), his attitude feel like a persona.

I find it likeable to be honest, like a friend who brag often and fell flat each time, so it is clearly working.