Liz Lemon is called upstairs to meet the new network exec, Jack Donaghy, who instructs her to hire movie star Tracy Jordan to draw a young male audience to 'The Girlie Show'.
The crew of "The Girlie Show" is skeptical of having Tracy Jordan join the cast, especially when the show is retitled 'TGS with Tracy Jordan'. Feeling everybody blames them, Liz and Tracy decide to throw a party on a yacht.
Jack convinces Liz to go on a date with his friend Thomas. "He" turns out to be a woman. Liz is confused about it. Jack invites himself to writers poker night and takes the usual friendly game to high stakes. Jack can read all but Kenneth.
Jack starts sitting in on the writer sessions. They get annoyed by his weird, not-so-funny ideas and want him to stop, so Liz must tell him. She does, making him angry. Tracy sends Kenneth for nachos at Yankee Stadium and other "missions".
Liz wants Jack to be in a sketch which turns out horribly. Tracy sees opportunity when Liz thinks he can't read. Frank and Toofer make Jenna think Jack is going to fire an actor. She plans to use her secret weapon, her "sexuality."
Liz is back with her ex-boyfriend Dennis, a man she realizes is the rat king. Jack warns her of him but she is defiant. Jenna lies about her age to Jack, starts feeling old and does something to look younger. Tracy fears being normal.
Jack has Jenna bumped from the Conan show for Tracy, making her think he doesn't respect her. Tracy fears being boring on Conan and behaves crazier. Liz deals with wanting to break up with Dennis and the fact that she wants to break up.
Jenna takes Liz out on the town after she breaks up with Dennis, Jack is having problems with his new relationship, and Tracy and Toofer clash over negative African American stereotypes.