Investors hitting on investees, dates disguised as business meetings, founders' wives getting hit on: The boys club of tech investing sounds barely more enlightened than the casting couches of Hollywood. And now one lecherous venture capitalist risks becoming the poster boy for tech's sleazier side.

Charlie O'Donnell, who spent more than two decades as the offstage announcer for Wheel of Fortune, died at home on Halloween evening at the age of 78. You recognize his voice, whether you know it or not.

Sometimes making a fortune is dumb, writes entrepreneur Charlie O'Donnell—which is why, O'Donnell adds, Foursquare will wisely walk away from a rumored $100 million offer from Yahoo. It's the sort of cocky move pioneered by companies like Twitter.