this would all be worth it to me just so i can say i own major space in the mind of a billionaire 
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Yes and it would be worth it for me to carry out the 3rd greatest owning in getbig history.
how would having all that money make your life less simple? not having to work would make life a simple life
you don't have to get lawyers or investment advisors or even give to charity, the winnings alone should be enough to last 1000 lifetimes as long as you don't want to buy private islands
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Side note Earl have you ever watched the shows what I did with my millions and the lottery wrecked my life?
The biggest issue for the winners, besides over spending, is not being able to manage the money they had prior to winning the lotto. I think the number was 75% end BANKRUPT in 5 years and 90% are broke in 10 years.
Winning money doesn't prepare them to have money and the leaches that try to take it from you. It should be simple common sense to make it last a lifetime, but just as we see with pro athletes, if you don't know how to handle money it will wreck you.
I think keeping a job keeps people normal and prevents then from being consumed by their idle time.