When ditzy receptionist Cerie spreads news of her engagement to a filthy rich Greek heir, Liz confronts her own marital and maternal status. Meanwhile, emotionally hardened Jack softens due to "mommy issues."

Jenna anticipates the opening of her independent movie “The Rural Juror”, but the title proves to be a mighty tongue twister for the gang. Meanwhile, cash-challenged Tracy endorses his own celebrity product in an effort to get out of debt.

It's Valentine's Day, and the TGS crew is celebrating by pulling an all nighter to put together a new episode. While Pete completely forgets the holiday, Kenneth and Cerie may be starting an office romance. Meanwhile, Liz wonders if Dennis is back in her life after she receives flowers from a secret admirer and newly divorced Jack wants to party with Tracy, who for once wants to spend a night alone with his wife instead.

When Jack discovers that his boss is retiring, he decides to get in the competition for his position. Meanwhile, Jenna begins to enjoy her fame for being fat and along with Jack encourages Liz to get her act together. Finally, Kenneth makes it his mission to get Tracy and Angie back together.

Liz meets her longtime idol, Rosemary Howard, and invites her to be a guest writer on "TGS with Tracy Jordan". However, Rosemary's ideas turn out to be too much for the show, prompting Jack to pressure Liz into firing her. Meanwhile, Jack takes Tracy to a therapist to explain to him why he must do the opposite of what he is told, and Jenna ruins Kenneth's page jacket, causing him to compete in a page-off to keep his job.

As part of his community service, Tracy must coach a little league team. All goes well until Jack takes interest in the team and turmoil starts from there. Meanwhile, Liz is asked out on a date by Jamie, the new coffee boy, who thinks Liz is actually younger than she truly is.

C.C. and Jack face a block in their relationship when C.C. decides to go public about the affair but Jack refuses. Meanwhile, Liz struggles to keep both Tracy and Jenna happy when the two find it hard to share the spotlight, while Frank makes fun of Toofer's Harvard education with bizarre results.

Jack rocks the vote, manipulating a congressional election to help a particular candidate, thereby leveraging advantage for the network. Meanwhile, a perfect pair of new jeans gives Liz confidence; Tracy organizes a Golden Globe event with Jenna's help.

Criss and Liz decide to celebrate Valentine's Day, but they need to buy a dining room table first. Jack entertains his mother-in-law, Diana, as Jenna frantically looks to Pete to fill in last-minute as the producer of her first live performance on "America's Kidz Got Singing." Back at the office, Tracy and Frank try to help Lutz find someone to spend Valentine's with.

Criss and Liz decide to celebrate Valentine's Day, but they need to buy a dining room table first. Jack entertains his mother-in-law, Diana, as Jenna frantically looks to Pete to fill in last-minute as the producer of her first live performance on "America's Kidz Got Singing." Back at the office, Tracy and Frank try to help Lutz find someone to spend Valentine's with.

Determined to prove his marriage has survived Avery's kidnapping unscathed, Jack asks Liz to officiate their vow renewal. Meanwhile, Criss (Marsden) tries to convince Liz that he's worth sticking around for. Tracy meets with Cornel West to discuss his influence as a black celebrity.

Liz works to prove to Tracy that women are funny while simultaneously attempting to head off a meltdown from Jenna after some negative publicity. Jack tries out an unconventional dating strategy.