It's very interesting to see these same patterns at the micro level. Often, people start doing what other people are doing: book some massively expensive trip to go climb mount Everest, travel the world to snap a selfie at tourist traps, etc. You wont find happiness following the herd.

As I've become more successful, I've had similar problems. It's tempting to think "yeah just more money and I'd be happy". Instead, what has made me happy is much cheaper: general learning, and developing new physical skills. As my coworker put it, "I don't collect things or experiences, I collect hobbies".

If I had to pick a celebrity that seems to do this well, I'd pick Jay Leno (granted there's a lot of criticize him elsewhere, so maybe don't nitpick here). Watching him talk about his cars: restoring them, working on them, preserving them, trading, while ignoring a lot of other celebrity pleasures.

Finally, the other thing that has been extraordinarily gratifying is old fashioned advice: Live below your means. This by gives me more satisfaction than anything else and I'm not really sure why.