“If at first you don’t succeed, try, try again” must be Penn Badgley’s motto. After not one, not two, but three cancelled series, we’re glad he found job security as Dan Humphrey on Gossip Girl. The persistent actor previously starred in Do-Over (2002), The Mountain (2005-2006), and The Bedford Diaries (2006), but none of the series aired for longer than one season. Finally, he found his home juggling women (and the occasional sociopath) on the Upper East Side in The CW’s Gossip Girl. Sadly, the beloved show is ending this winter.