Original Show: Mad Men
Played By: Kiernan Shipka
The Pitch: Even the most ardent Don Draper fanboys can agree the dude has lost some of his cool. But as Papa has tumbled hard from his lady-killing pedestal, his daughter Sally has claimed the crown of "coolest Draper." She's explore her femininity, cut her own hair, and fallen in love with the Beatles—and all with a stunning humanity.

It's time for Sally Draper's So-Called Life, set against the youth movements of the late '60s. Kiernan Shipka has already distanced herself from her fellow child TV performers by actually being talented. Why not let her take it to the next level?