Liz tries to begin a relationship with a new tenant after accidentally receiving his mail. Meanwhile, Jack's appearance causes Elisa's grandmother to disapprove of the relationship, and Tracy has trouble maintaining the lifestyles of Wall Street frat boys.

Following a wild New Year's Eve, Jack has to try to repair the damage he did after leaving a drunken message on an ex's voicemail. Meanwhile, Jenna tries to get into a relationship with James Franco in order to cover up his secret; and Liz, after accidentally "outing" her cousin to his family, welcomes him to New York City; and Tracy finds new respect for women.

Chaos builds when bigwig Hank Hooper marks "TGS" for cancellation, yet Jack persuades him to let the staffers stage the show's 100th episode.

Liz struggles in her new role as mentor to Hazel. Kenneth has a difficult time letting go of his page duties and takes drastic measures to make sure Tracy is taken care of. Meanwhile, Jack and Jenna come up with a plan to get Avery back in the headlines.

Jack sets Liz up on a blind date to show her what she's missing in her relationship with Criss. Meanwhile at KableTown, Jack has to scramble when his plan to manufacture couches hits a speed bump. With Tracy's help, Jenna orchestrates a public meltdown to get Paul's attention.