The better question I think is why wear a suit, ever. There are some people who genuinely enjoy wearing a suit (I know at least one), but in general it seems th

The better question I think is why wear a suit, ever. There are some people who genuinely enjoy wearing a suit (I know at least one), but in general it seems the only reason to wear a suit is to impress someone. (either because you want to, or the company who hired you wants to) Who would Zuckerberg have to impress? And I honestly doubt Zuckerberg is impressed by someone wearing a suit. And especially with the latest generation where billionaire attire has went from traditional extravagance to show the world how well off you are, to comfortable attire where you tend to blend in. And then there's also the social norms of suits, most of these have decayed outside of government and and fortune 500 C-level norms though. In our society right now, it would be not just "unimpressive", but also insulting if you went to a meeting with say, a president (trump or whoever) in shorts and a tshirt. And in the same way, it'd be insulting to most people if who you were meeting (the president) came to meet with you in a tshirt.