Kelsey Grammer On 30 Rock (2010-2012)

In 30 Rock, Kelsey Grammer plays the ultimate con-man version of himself. His true nature is common knowledge to Jenna Maroney (Jane Krakowski), who first calls him up when she's attempting to devise a plan to steal money from a bakery with Kenneth the Page (Jack McBrayer), but it's not too clear if anyone else really knows. He's devious, cunning, and completely insane, and he appears whenever Jenna and Kenneth need help pulling off a scam, which has been twice so far.

Verdict: It'd be awesome if Grammer were like this, but in real life he's thought of too highly to be a misfit on the low. Then again, his successful career as an actor, producer, and CEO would be a perfect cover...