The gang returns from summer hiatus. Liz is excited to see Jack, but her attitude quickly changes when he tells her that she's not over Floyd. Jack also unveils his SeinfeldVision plan to Liz, which involves using footage from Seinfeld and putting him into current NBC shows. However, Jerry Seinfeld is not too thrilled about his idea. Meanwhile, during the summer, Jenna gained weight while doing the musical "Mystic Pizza: The Musical" and after Tracy is kicked out, Kenneth becomes his work wife.
When Jack realizes that Don Geiss may be retiring, he goes head to head with Devin, who is now engaged to Don's daughter. To compete with Devin, Jack shows up at dinner and Don ends up inviting him to his house. However, when Kenneth accidentally reveals that Jack had a heart attack, Devin is confident that he can upstage him. Meanwhile, Jack and Jenna confront Liz about getting it together and Kenneth plots to get Tracy and his wife back together.
Jack hires a private investigator to prevent GE from discovering anything that can be used against him, but when Jack learns he has to give up his secret cookie jar collection, he is reluctant to do so. When Angie, Tracy's wife, decides to always be by his side to make sure he behaves, Liz thinks it's a great idea, but after being forced to cover for Tracy, she realizes it's not good to be on Angie's bad side. Jenna is reaping the career rewards of her recent weight gain, but she soon realizes she's returning to her previous, thinner size.
Liz meets Rosemary Howard, her idol, and asks her to be a guest writer on the show, but Rosemary's tendency for the radical, while something Liz admires, is not right for the network show. Jack pressures Liz to fire Rosemary, but Liz quits instead. Meanwhile, Jack has Tracy go to therapy in order to understand why he has to do the opposite of what he is told. Kenneth, his page jacket ruined by Jenna, has to compete to keep his job.
With GE 'going green,' Jack must come up with an idea for a green mascot -- a Phillies-esque looking character named Greenzo. But when Greenzo's preaching becomes overly obnoxious at The Girlie Show, Liz gets fed up with the whole idea. Meanwhile, Kenneth plans his annual party, where Liz is the only one to ever show up, and Tracy spreads rumors to hype-up Kenneth's party but they soon get out of hand.
Jack attends a party honoring Colin Powell and falls for a Democratic congresswoman named C.C. However, their polar opposite beliefs force them to try to be a couple under the radar. Meanwhile, Liz thinks her neighbor might be a terrorist after a series of events -- he won't shake Liz's hand, he helps Pete rewire the toaster, and has maps all over his house. Liz's paranoia gets the best of her and she calls the Homeland Security office.
Tracy's community service includes coaching a group of inner city Little League toughs, but trouble ensues when Jack causes problems when he tries to create a winning team. Back at the Rock, Liz starts dating a hunky coffee guy, 17 years younger than her.
C.C. feels it's time time bring Jack and her unusual relationship into by the public eye. Also, Liz tends to the needs of her two diva stars, Tracy and Jenna.
A lustful Santa Claus joins the staff "Ludachristmas Party". Liz's parents and brother joins the festivities, along with a middle-aged man who believes he is a senior in high school. Jack's mother also joins in but to lack the Christmas spirit.
C.C. and Jack struggle to make their long-distance affair work while Liz dabbles in real estate.
The staff have been avidly following the new reality hit, MILF Island, and as the finale airs, Jack's excitement over a ratings success is cut short by a column in the New Yorker. The column calls Jack a "class A moron" and that he can "eat my poo". Since Jack is in the running for Chairman, the article couldn't have come at a worse time. In order to find the employee who wrote the column, Jack has Jonathan turn the heat on in the writers' room until one confesses.
Jack wants to get the hero who stopped a possible subway accident booked for the show. The man ends up being Dennis, Liz's ex-boyfriend who hopes to win her back. Meanwhile, Jack is coming up with blanks while searching for a hip Republican celebrity for the weekends John McCain fund raising dinner, settling on Bucky Bright, an aging 1940's star. Not to be outdone, Jack turns to Tracey as a representative of the Republicans.
Don decides to promote Jack over Devon, leading Jack to choose Liz as his successor because she always has his back. However, a change in Don's health threatens Jack's promotion. Meanwhile, Tracy thinks his son is embarrassed of him because he didn't invite him his school's Fathers' Day.
Liz's ex-boyfriend, Floyd, is stranded in New York overnight and needs a place to say so he calls Liz. Jack is demoted by the Board of Directors to the 12th floor, which causes him to think about his place with the company. Meanwhile, it's Sandwich Day at TGS where the Teamsters bring in sandwiches from a mysterious sandwich shop to all of the staff. But when Liz's sandwich is stolen, Tracy, Kenneth, Jenna and Frank try to figure out where the secret sandwich shop is.
Jack heads to Washington, D.C. to take on a new political role. However, the job is not what he had expected, so he teams up with Cooter, another government employee, to figure out how to get fired. Meanwhile, Liz adjusts to life at TGS without Jack; Kenneth prepares an essay for an application to be a page at the Summer Olympics, but Donny, the head page, keeps tripping him up; and Tracy works on an invention.