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Which "rich spoiled guy" standup actually folds their wealth into their material in a likeable way?
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Maybe a bit awkwardly phrased.

For me, I really enjoy Tosh's podcast. He does really well at talking about "I'm a rich and spoiled celebrity" and having that as a key part of his public persona, while ALSO coming off like a decent guy who seems like he might be a fucking blast to hang out with if you randomly ran into him.

Plenty of other comics - even a few I like - the way they come off it's like you can't see any reality where they could be cool guys to socialise with if you weren't ALSO a wealthy Hollywood celebrity. But for me, Tosh isn't that guy. He seems like he can hang with regular people, talk to them with respect, be actually interested in what they have to say, and make real connections with them.

What other comics make no attempt to hide the fact that they are a LOT wealthier and more successful than you are - but that's fine, they don't necessarily come off as alienating or pompous or elitist?

EDIT: A lot of people mention Tim Dillon and John Mulvaney. I know who both of them are, but I'm not too familiar with their work - what sets them apart, in this regard?

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Louis CK often talks about how well he’s doing for now and remains likable. Love that guy.

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6 months ago