gwern comments on A Dialogue On Doublethink - Less Wrong
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The Simpsons comes to mind as mocking Gates for being geeky, and I'd suggest that Gates gets mocked more than Buffett (I struggle to think of anyone mocking Buffett except Bitcoiners recently after he criticized it); that said, Gates gets mocked a lot less these days than he did in the '90s, and your inability to think of many examples is due to the disappearance of '90s popular media, magazines, Usenet posts, ./ comments, etc, from consciousness.
I'm reminded of this Pinky and the Brain episode: https://www.youtube.com/watch?v=KyGY8AuS7rU.
Yep. Note the mockery of Gates's monotone voice, arrogance, aversion to personal contact, overuse of computers...
Yes, very likely. (Recall that my original answer was: "Neither, these days." -- emphasis added.) I'm pretty sure I haven't seen the Simpsons episodes in which Gates is mocked, so of course I can't comment on them.
Again: if -- as is very likely the case -- Gates has been mocked much more than Buffett, it seems clear that there are plenty of explanations for this that have nothing to do with his being geekier. I don't see how Gates v Buffett can possibly be much use as an example of how geekiness is undesirable, given all the other factors in play there.