Last Place of Education: Point Grey Secondary School (Vancouver, British Columbia)
How Long Did He Last? Age 16
Reason for Ditching: Three words: Freaks and Geeks. Rogen had already been working on scripts like Superbad with friend and writing partner Evan Goldberg, and when Judd Apatow plucked him out of obscurity for the role of angsty headbanger Kenneth, the choice was clear. Or, as the Neighbors star once opined, "If you have a career in mind that isn't academically oriented, then high school is probably not going to lead you to what you want to be."
How'd That Work Out? Perhaps more seamlessly than anyone else on this list. Freaks was sadly canceled after one season, but famously launched Seth's and his co-stars' (James Franco, Jason Segel and Busy Phillips, to name a few) careers. Not long after, that Superbad idea turned into a Hollywood mega-hit, and Rogen's made nary a comic misstep since.