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If I had to pin an exact date on it, it'd be when he bought the most expensive mansion in Beverly Hills (at the time, $70M was a lot for a mansion).
Why? Because you need to deal with life changes one thing at a time. Pro-tip for the future billionaires currently scrolling this comment section: don't move away from your friends, family, and home country immediately after getting rich -- it might screw with your head a little bit. Do what the old money does: stay grounded, dress down, and pretend to be normal.
Me, penniless: Yep, I'm so normal *nervous laughter*
Quite the rolemodel, I'd say! You make it look easy
Far be it from me to demand frugality from a billionaire. It would have been wiser to waste money without simultaneously scoring an "own goal" on his mental health, though...
Living, as I do, in a town where I don't know very many people, I would move back to my hometown to be with my old friends if I got rich. I think that's the way to do it.