While a little reductive and caricatured, as a Gen-X counterculture type myself I can confirm that there's quite a bit of accuracy in this comment. And a lot more examples in more boring parts of the world than these famous people you are mentioning.
With that said it's not exclusively a Gen-X thing to go from counterculture to establishment while preserving the same root personality driver of narcissism and selfishness. It's obviously recognizable as the trajectory of the Woodstock generation as well.
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Yeah, probably unfair to name GenX exclusively - more of a late boomer/early gen-x phenomenon. Perhaps it's just the new mid-life crisis, "corvette in your 40s" is beyond silly these days, but rich, powerful 50-60 year olds thinking they're badass rebels is super common.