I made ~50 million in crypto. By far the most satisfying part was buying a house each for my friends and family. Having a paid off house is really a massive stress reducer for most people which imho gives you the 90% of the financial freedom of being super wealthy.
I agree with you, although I think it would be really easy to go overboard here. Did you have people come to you asking for houses? Maybe I'm being cynical, but I think that news would spread really quickly if someone in my friend group was buying houses for several people.
I made a decent amount of money from a startup (enough to pay for a wedding + eventual retirement at a standard age). As part of this windfall I paid for a vacation for me and my close friends.
No one ever came asking for money. No one asked if we could do it again. Friends that didn't go have never asked for me to pay for their vacations. And if they did I would just say no.