I would lose a lot of friends, I think. Since I'm waiting on feedback from interviews, I got bored so I've spent some time thinking about what I'd do.
1) I'd hire a recent grad CPA or JD (or preferably both) to be a Personal Assistant and advisor after a very thorough background investigation and interview process as his starting salary would be around $300,000/yr. There would be an 'X' factor that really makes or breaks getting the job. The willingness to execute 'other duties as assigned' and resourcefulness. I would likely target White House interns or Jr. Staffers (for reasons explained below).
2) I'd send 1st Class Tickets and $5,000 for shopping to my first mentor, 2 former bosses, 3 friends that work at MS in various capacities, a friend of mine that works at Lowe's and is convinced he'll turn me gay some day, my oldest friend from the Corps and his Philosophy Professor wife, a friend from Cornell, a chef friend at Alan Wong's and his GF. We'd meet, all of us flying, in Las Vegas or something.
3) I'd offer everyone at this meeting a proposal: come and see the world with me for a year on cruise ships, planes, trains, safaris and trails; all expenses paid - and collaboratively think of how we could utilize $150M of my winnings to make some measure of impact. This could be the development of a product, starting a company, building a community center, funding research, creating a SuperPAC and literally buying a High Office election... anything is on the table. This plurality is being asked because I trust them and know these people all to think much more critically than I tend to: so I could also trust they would not be afraid to tell truth to power. And the purpose of the extended expedition is to broaden our perceptions and experiences to better inform our discussions. On top of which, for helping me find some meaningful use, everyone who comes will get a $2M gift from me as a thank you. No contracts or anything - it isn't a job (though it could turn in to one) and if in 4 months you can't stand half of my other friends, no hard feelings if you want to leave and go home to return to your lives. I think many would accept, a few probably wouldn't - and most all of my friends that didn't get the invitation would be furious they weren't asked and I'd lose some of them.
4) Hire a PsychD whose primary purpose is to observe and safeguard me in private, but also as an equal input to the panel and for medical situations, if any. It crosses and blends lines of the Doctor/Patient relationship, so I expect this would be difficult to do.
5) Invest $40M in an IRA, $10M in savings accounts that couldn't be accessed unless all other resources were gone. $125M would go a diverse portfolio or would be figured out with my PA.
6) Ensure my dad never had to work again a day in his life, if he chose - and a few close friends not invited on the trip would get full rides to college, good housing, etc.
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Your side hates my side because you think we think you're stupid.
My side hates your side because we think you're stupid.