Cancer, middle age, and thinning hair have nothing to do with the clothes one wears. Name anyone with the above who cannot wear anything different due to their condition.
I think it's a sad reflection of our culture. So many people look like they just rolled out of a brown paper bag that it's become the norm. Just look at photos of people from the 50s, 40s, even depression era 30s, and prior.
Steve looks better suited to be cleaning the leaves out of his gutters. Asking anyone if they can do better is a logical fallacy...or is it a rhetorical question, because people can and do.
Still, I'm not hating on what he wears...exactly. I chalk it up to a billionaire's eccentricity, and I'm all for eccentricities. But man he looked SHARP when he testified before Congress...cancer, mid age, thinning hair, and all.
My question is (if anyone knows) is when he donned his trademark look? Was it an overnight...boom...now I'll only have one wardrobe. Or was it a more gradual process.
Edit: Now that I think about it, I wonder if his attire has anything to do with his practice of Zen Buddhism...where simplicity is a way of life. One wardrobe does make life simpler. I think that is one of the reasons for a monk or nun's (Christian, Buddhist, or whatever) habit. Although Steve would have looked far more sweet if he would have taken up a saffron robe...no wait...that's Theravada Buddhism.