What are you talking about? This has nothing to do with the weight of the capital letters. The days are set at equal distance from each other, the wrong distance. It doesn't take into account the center of the actual columns, which is why you end up with this design clusterfuck.
No, you have that wrong. Jobs didn't work like he used to in the last year of his life (and before that as well, when he was in treatment and out). He delegated a lot. This is clearly a product of that. Don't diminish the man. He was obsessed with detail.