Jack returns to NBC with plans to go head-to-head against Devin for the top job. Meanwhile, Liz tries to get everyone on the TGS staff to be on their best behavior when an adoption agent stops by to observe whether she is fit to be a mother.

Liz, on a return trip from Chicago to get out of jury duty, ends up sitting next to Oprah Winfrey and spills her soul to her for advice. Meanwhile, Tracy and Jenna argue as they attempt to figure out whose life is harder, leading to a wacky "social experiment". Kenneth tests Jack's morality after an Olympics snafu.

Liz and Jenna's friend, Claire Harper, a free-spirited stalker-type, shows up unexpectedly in New York to visit. But once she gets there, she centers her attention on Jack and claims him as her own. Tracy, trying to cheer up Kenneth because of the new page uniforms, invites the cast of Night Court to visit.

Liz joins Jack to a party at his friend Gavin Volure's mansion, only to have Gavin fall completely in love with her. Tracy fears his kids have sinister intentions when they become too nice to him. Kenneth entrusts Jack to invest his savings into Gavin's business venture.

Liz is forced to take Jack to her high school reunion. Don Geiss awakens from his coma and makes his choice for the new GE CEO.

As Christmas approaches, Liz reaches out to children in need.

Jenna thinks Liz is only attracted to a guy because she wants a child, while Jack helps Tracy and his wife Angie develop a "post-nup" and helps get Jenna an audition to play Janis Joplin.

When a flu outbreak hits the TGS staff, Jack has to decide who will get a vaccination and who won't.

Not wanting to go alone, Jack tricks Liz into going on a business retreat with him. Jenna finds that method acting in preparation for her upcoming role as Janis Joplin allows Frank to take advantage of her. Kenneth helps Tracy understand how diabetes affects him.

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.

Liz insists that she and Drew have their first official date on Valentine's Day. Elisa brings Jack to church to celebrate the day, which is very different from the way he traditionally celebrates. Kenneth employs the help of Tracy to try to win the affection of a new worker.

Jack wonders if his career will get in the way of taking his relationship with Elisa to the next level. Tracy does an interview with Larry King and causes mayhem throughout New York City. Liz loses her cell phone in a cab and sends Kenneth out to Queens to retrieve it.

Liz befriends a pregnant teenager from a donut shop she visits in the hopes to adopt her baby. Kenneth plans a combined birthday party for Tracy and Jenna, but Jenna wants all of the attention and a party of her own. Jack agrees to go out and party with Frank to keep his mind off of his absent girlfriend and ends up bonding with him over their parental issues.

Liz cannot find a way out of jury duty and is forced to leave the staff unmanaged, causing absolute chaos. Tracy and Jenna act immaturely, and Jack devotes his full attention to launching a new product.

Jenna hopes a new hairdo will keep her in the public eye. Liz finds out Drew's good looks afford him special treatment from society. With Tracy's contract up for renewal, Jack tries to keep him at TGS.

Jack plans a perfect party for his 50th birthday, including recreating one of his favorite moments from his childhood. Kenneth and Pete unite to make Tracy's childhood dream come true. Meanwhile, Dennis Duffy admits to Liz an addiction he has, which causes friction between her and Jenna.

What should be excitement over the 50th episode of TGS turns to fear when Jack announces budget cuts and layoffs. Liz realizes she needs to do some negotiating to save jobs, while Kenneth takes on extra responsibility, causing Jenna and Tracy question his integrity.

During her HR-mandated suspension from TGS, Liz seeks ways to fill her suddenly free time. Meanwhile, Jenna faces the possible non-release of her Janis Joplin biopic and Jack's needing her to generate buzz for the show.

Liz is turned to by Jack for help finding an engagement ring for Elisa, while Elisa comes to her to confide a secret. Jenna falls for an EMT.

Tracy and Liz each agree to give up some office perks. Colleen visits Jack and shares memories of when his father left them. Jenna takes on a gibbon as a pet.

Support from Tracy and Liz leads Jack on the search for his real father. Meanwhile, Pete and Liz suggest there might be an ulterior motive behind the discovery of Tracy's illegitimate child, and Liz competes with Jenna for the spotlight among the TGS staff.

Jack begins to bond with his real father. Meanwhile, people start seeking Liz out as a relationship expert, and Kenneth helps Tracy deal with past embarrassments.