Liz Lemon is the head writer on a demanding, live TV program in New York City. However, things begin to get complicated when her new boss insists that a wild and unpredictable movie star joins the cast.

Now that major changes have occurred on the The Girlie Show, Liz struggles to bring everyone and everything together. However, despite his erratic behavior, Tracy manages to bring everything to order.

Jack sets Liz up on a blind date with his friend, Thomas. While Liz is busy preparing for the date, Jack infiltrates the writers' weekly poker game.

After being pressured by Jack to plug GE products into her show, Liz integrates Jack into a sketch. While Jack hones his questionable acting chops, Frank and Toofer trick Jenna into fearing for her job and Liz wonders if Tracy is faking illiteracy to skip out on rehearsals.

After Liz takes her ex-boyfriend, Dennis, back simply because he asks, Jack takes it upon himself to mentor her as he thinks that she is leading a life of mediocrity. Meanwhile, Tracy gets a tattoo in the face, Jenna gets botox and collagen injections, and Josh is given two black eyes by an angry Liz Taylor.

Liz and Jenna work on their dating game when they're beguiled by two very different MSNBC staffers: a brainy geek and a brawny hunk, but cerebral Liz finds it strange that she's more interested in the attractive one. Meanwhile, Kenneth and Jack switch roles.

As Christmas nears, Liz's parents ditch her for a couples-only retreat, leaving her all alone for the holiday. Because of this, Liz decides to work for a charity program, "Letters to Santa." Meanwhile, Jack takes his frustration out on the staff after his dream holiday is ruined.

Jack’s interest in a new social networking site unexpectedly reconnects him with a high school crush. Kenneth tries to organize a Secret Santa Fun Swap, but not without resistance from some of the staff members. Meanwhile, Liz battles the task of buying a gift that’s good enough for Jack, and Jenna is horrified at the prospect of sharing her annual Christmas solo.