Any serious organizer would never even mention that type of event at your stage of planning.
I get the feeling you've never done anything like this before. Neither have I. But since you've got all the do-re-mi - "capital . . . is not even close to being a problem" - then I'll make you a friendly little wager. $1000 bucks says you don't get twenty cars to go across two state lines in a sponsored race by the end of July, let alone your goal of "200 cars from NYC to Las Vegas." Have a nice morning.