Brightness Falls is terrific, The Good Life is mushy and banal.

I'd beware: The Sportswriter is one of the most dullest novels I've ever read...

The New York Trilogy is fascinating, and I'd also recommend Oracle Night as a decent starting-point.

There are very few duds in Roth's large output (although the Nixon satire Our Gang hasn't aged well). Portnoy's Complaint is the obvious starting point, but I think The Ghost Writer is a better guide to what Roth's about - it's a short, elegant musing on literary life with a bizarre Anne Frank subplot. Of the later novels (which have a broader historical range), I Married A Communist is the best.

Money is by far is best novel, but I'd also highly recommend the memoir Experience for anyone interested in Kingsley Amis, Saul Bellow or the lasting damage of British dental treatment.