I went through it all in less than 2 years and ended up hoarding the things I enjoy very much to this date. I have no regrets (never), coming into millions in thirties is an incredible life experience and the vacations, scotches, watches, cars, homes and other toys are all things I have enjoyed very very much. I also learned to buy forever things which has changed how I see consumption completely. It also led to some amazing opportunities to meet very interesting people in strange places. Overall, I cannot emphasize how much fun it is to spend a few million dollars in 12-18 months without being fixated with savings.
I'm not the poster, but in my case, I don't plan to spend the Millions, I absolutely plan to work. You might have some folks working you worth >$20M if you work in Silicon Valley.
I did that too 15 years ago. I still have some of the 25 and 30 year MacAllan left :-) Agree with buying quality - sometimes spending 2-3 times as much lasts 5-10 times longer.
Agree it's a lot of fun, but I've sowed those oats and out for keeping more of it. And I already have a lot of those things!