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Will it be much fun, posting to yourself?
the tax would SO break you.
I think this would be more of a hassle than it's worth. I'd buy one city place, one country place, and for traveling just stay in hotels.
Writing long fiction is incredibly difficult to do well. Beyond the difficulty, it takes real dedication, which might not come so easy with $50 mil in the bank and all the world in which to play.
two chicks at the same time
Nothing interesting: Buy a shitload of Rick Owens, MMM, Jil Sander, etc. Buy a shitload of coke Buy houses in Tokyo, NYC, Cork, somewhere in Brazil, and Istanbul Give a bunch to my friends and family Travel to a bunch of different countries until I was bankrupt and depressed.