I was looking into this last night, just bought a ticket this afternoon too. Bonus, I live in a metro area so I'd grab hire on a big firm to help me with the legal side of things.

Step 1. Set up a trust for all of my blood relatives stopping at first cousins, devote 25% to it and make sure everyone gets an equal split every month. They can only speak with my legal team regarding money or they are removed.

Step 2. Set up a non-profit foundation to help the impoverished and homeless and hire on a team to run it with me as a silent supporter. All inquiries for financial help must go through this team or they are ignored

Step 3 - Settle into an area that is built for the wealthy so I can have my peace and quiet.

As far as cars go? I'd go the Jay Leno route and buy a warehouse and open up a car museum as a way to get my fix and also spread the love with other car people. Hire on a team of like 10 people to run it and keep everything maintained, and whenever I get bored I'd go grab a car to run to the grocery store or across the country or wherever. As far as a daily? I'd go with a big 2 door Merc coupe like a 500SEC or similar.