This comic was inspired by the official portrait of Steve Jobs, in which he holds his hand in a way no human ever does unless they’re getting their official portrait taken.
I think it’s meant to look like he’s thinking deep thoughts, but to me it looks more like he’s deriving pleasure from tugging his own beard hairs. Or, it kind of looks like he’s smelling his own fist, and he recognizes the smell.
This is why I’ve always related more with Bill Gates. In every Picture of Bill Gates, especially the official pictures he posed for, he looks self-conscious and uncomfortable. I suspect he’s often self-conscious and uncomfortable in real life, so the pictures look more genuine. They look bad and awkward, but genuinely bad and awkward.