You hear about people who made $20MM selling .com stock in 2000, then were broke inside of 5 years, and you think Whiskey Tango Foxtrot. Say $10MM went to taxes. Why not put $2MM into property yielding 5% cash return, so worst case, you end up with a healthy $100k/yr from investments?
Spend the rest on hookers, llelo, and new startups.