Basically, I’d want to live the life I have now with a few key modifications:
– Give up all pretense of having a career. I might do the odd bit of teaching or writing whenever I felt like it, but it would be liberating not to have to. The dissertation would definitely remain unfinished; I’m not convinced the world needs any more critical books on obscure Elizabethan plays, or famous ones for that matter, and there’s no earthly reason why I’d want tenure anywhere if I were rich.
– Travel, but not luxuriously because that wouldn’t be any fun. It would be nice to be able to afford the odd splurge, however; seeing mountain gorillas in the wild would be totally cool.
– Help out family / friends / deserving strangers.
– (A pet project I’ve often fantasized about.) Set up an educational foundation dedicated to making young Americans more aware of geography and world cultures – scholarships for study abroad, that sort of thing. I’d start off by donating an up-to-date map of the world in every classroom in the country – which would probably burn through a couple of million right there, but hey, there’s always fundraising. (Of course, administering such a program would start to look like – gulp! – a career, but at least it would be one of my own invention.)