Love is in the air, but Liz is concerned when Jack takes an overwhelming interest in her new boyfriend Floyd. Meanwhile, Don Geiss takes the microwave department away from Jack after a disastrous "fireworks" display, but Jack becomes distracted when he meets Phoebe, a British woman who works at an art gallery.
As the cast and crew of "TGS with Tracy Jordan" returns for a new season, Liz is excited to see Jack again. However, her excitement quickly fades as Jack insists that Liz is still not over Floyd. Meanwhile, Jerry Seinfeld shows up at Jack's office upset after Jack announces his newest plan. Finally, Kenneth becomes Tracy's office wife when Tracy separates from Angie and Jenna returns to set a whole lot heavier now that she has been involved in Mystic Pizza: The Musical!.
Jack hires his own private investigator to lead GE in the wrong direction so that they will not be able to find any dirt on him that might put him in a compromising position. However, the investigator finds a secret that challenges Jack. Meanwhile, Angie announces that she will follow Tracy at all times to keep him in line, which Liz believes to be good until she covers for Tracy and gets on Angie's bad side. Finally, Jenna starts to worry that once she starts to lose all the weight she's gained her popularity may decline.
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 to fire 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.
When Don decides to promote Jack and make him his successor over Devon, Jack decides to give his old job to Liz because she always has his back. However, a turn of events concerning Don's health compromises Jack's promotion. Meanwhile, Tracy worries that his son is embarrassed by him and decides to create a pornographic video game.
Liz spends more time with her boyfriend Drew and finds that the fact that he is attractive allows him to bypass many of the usual frustrations of daily life. Meanwhile, Jack must find a way to convince Tracy to stay on at TGS after his contract expires and Jenna considers a new hairstyle to attract public attention.
While Jack plans the perfect 50th birthday party for himself, he watches old home videos that inspire him to recreate one of the happiest moments he had a young boy. Liz's ex-boyfriend Dennis decides to come clean about an addiction, stirring up drama between Liz and Jenna. Meanwhile, Tracy prepares to go into space.
When her building goes condo, Liz tried to scare off the tenant above her so she can buy his apartment. Jack and Tracy, both considering vasectomies, consult with Dr. Spaceman and confront their issues about fatherhood. Kenneth attempts to make TGS a green workplace and finds an unexpected ally in Frank.
Jack must appear before Congress to discuss NBC's merger with KableTown. He hopes that he will charm celebrity members, but one Congresswoman, Regina Bookman, demands more diversity in its programming lineup. Jack quickly enlists Tracy to come up with some new development ideas. Meanwhile, Liz is fed up with the flack her writing staff gives her, and Jenna helps Kenneth reapply to the extremely competitive Page Program.
On show night, Liz Lemon grows increasingly infuriated when no one seems to remember that it's her 40th birthday. Just before the taping, Tracy becomes convinced that nothing is funnier than a performer laughing and breaking character, which he elects to do all night, much to Jenna's chagrin. Meanwhile, Jack Donaghy struggles with the consequences of his promise to give up drinking while Avery is pregnant.
On show night, Liz Lemon grows increasingly infuriated when no one seems to remember that it's her 40th birthday. Just before the taping, Tracy Jordan becomes convinced that nothing is funnier than a performer laughing and breaking character, which he elects to do all night, much to Jenna Maroney's chagrin. Meanwhile, Jack Donaghy struggles with the consequences of his promise to give up drinking while Avery is pregnant.
Jack worries that GE's microwave sales have improved too much without his help and tries to find glitches in their newest design. Meanwhile, Liz partakes in a crew lottery despite Jenna and Tracy's warning her not to do so. Elsewhere, the TGS writers discover that Jack is the voice of an online dictionary's pronunciation guide.
Jack recommends that Liz start seeing a therapist when she worries that Carol is getting bored with their relationship. In an attempt to take Jack's advice, Liz begins talking to Kenneth about her problems. Jack also finds himself caught up in one of Tracy's schemes when Tracy tries to convince him to invest in his son's theme restaurant in Times Square. Meanwhile, Jenna and Paul celebrate their six month anniversary.
Liz realizes that she needs to take control of her personal life by fixing up her dream apartment, but she encounters an obstacle along the way. Meanwhile, Jack has his own problems to deal with when Avery is taken as a hostage. Elsewhere, Tracy finds out that Kenneth, Dotcom, and Grizz have bonded in his absence.
Fed up with New York City after being mugged, Jack sets out to protect the safety of the city's elite by announcing his run for mayor. Meanwhile, Liz revels in sacrificing the good of the city to look out for her own interests, and Jenna and Paul are thrilled by the perversion of acting like a normal couple.
Jack feels unworthy of his latest award and attempts to redeem himself by taking on the writers in a strategic board game. Liz believes she's cursed on St. Patrick's Day when her ex-boyfriend Dennis shows up to derail her relationship with Criss. Meanwhile, Hazel struggles to keep the peace between Tracy and Jenna.
Kabletown chooses to stop funding live shows for "TGS." While Liz and Jack embrace the change, Kenneth argues that live format should be kept intact, and he tries to convince the "TGS" staff to fight for their right to be live by taking them and our audience through a magical look back at the illustrious history of Studio 6H.
Kenneth takes drastic measures to prove why "TGS" should stay a live show. When their Kabletown bosses announce they will no longer pay for "TGS" to be a live show, Liz Lemon and Jack Donaghy realize their lives will actually be easier if they shoot canned episodes fast and cheap. Only Kenneth the page objects, urging that nothing can replace the communal experience of live television. He tries to convince the "TGS" staff to fight for their right to be live by taking them and our audience through a magical look back at the illustrious history of Studio 6H.
Determined to prove his marriage has survived Avery's kidnapping unscathed, Jack asks Liz to officiate their vow renewal. Meanwhile, Criss tries to convince Liz that he's worth sticking around for. Tracy meets with Cornel West to discuss his influence as a black celebrity and and Kenneth is forced to live with Hazel when his page application is rejected.