Harvard, McKinsey and Goldman Sachs all have famous alumni clubs. There's an old joke that you hire the kid from Harvard because if he screws up, you can always say, "How was I suppose to know he was a dud? The kid went to Harvard."
If I were a venture capitalist, I'd fund the kid from PayPal in a heartbeat. The New York Times just published a great article titled It Pays to Have Pals in Silicon Valley, profiling PayPal alumni's adventures in entrepreneurship. These guys seem to be free of the baggage that hinders some second-time entrepreneurs.
We've interviewed PayPal's David O. Sacks and have recently recorded but not posted interviews with two other PayPal alums. Stay tuned.
Fun fact from the NYT article: "[Peter] Thiel tapped his network of friends from Stanford, many of whom had worked at the Stanford Review, a libertarian magazine that Mr. Thiel co-founded in 1987. They populated PayPal’s business ranks."