24. Michael Ginsberg
Showcase Episode: "Far Away Places"
Ginsberg definitely rates on the Roger Sterling spectrum of Jewishness: "Fiddler on the Roof — audience or cast?" This twitchy kid claims to be a full-blooded Martian, even though his dad says he was born in a concentration camp. Ginsberg eventually grows a mustache, which on Mad Men is always a sign of imminent mental collapse.