Comedy writer Liz Lemon is called upstairs to meet the new network exec, Jack Donaghy, who instructs her to hire movie star Tracy Jordan to draw a young male audience to "The Girlie Show."

Jack continues to tweak "The Girlie Show" so that eccentric Tracy Jordan can be the star. Meanwhile, Liz makes it worse when she tries to smooth things over and Tracy throws a yacht party.

Cupid has a new rival when Jack insists on setting Liz up on a blind date with his out of town friend, Thomas. Meanwhile the writing staff have a poker night with Tracy and Jack which turns very competitive.

Lines are drawn when Jack decides to sit in on the writers' room and Kenneth the page tries to deal with Tracy's difficult demands.

Jack is determined to act in a sketch on the show. Liz suspects Tracy may be illiterate and Frank and Toofer are busy tricking Jenna into thinking she is on the verge of being fired.

Liz reconnects with her ex-boyfriend Dennis, the last remaining pager salesman in New York. Meanwhile, Jenna and Tracy try to "enhance" their appearances for career reasons.

It's a star showdown when a dazed and confused Tracy bumps Jenna from her scheduled appearance on "Late Night with Conan O'Brien" which sends both actors into a tailspin. Meanwhile, Liz realizes she needs to break up with Dennis.

At the urging of everyone, Liz finally breaks up with Dennis, but the path back to "single and loving it" proves to be filled with unforeseen obstacles. Meanwhile, Jack is having relationship problems, and Tracy and Toofer clash over negative African American stereotypes.

There are mommy issues on the set when Jenna tells everyone that Liz wants to get pregnant, and Jack gives her some very personal parental advice. Meanwhile, Tracy wants Josh to be fired, because he doesn't like Josh's impression of him.

Jenna can't wait for her new movie to open, but Liz won't tell her what she really thinks of her performance. Meanwhile, Jack helps Tracy create and market a new cooking machine.

There are some new power players around when Jack and Kenneth the page switch roles for the day and Liz finds herself clicking with a gorgeous hunk.

Liz, Jack, and Jenna rub elbows with the upper crust at a foreign prince's birthday party where they meet Jack's soon-to-be ex-wife.

Valentine's Day is much more than candy and flowers when Jack celebrates the finalization of his divorce and the writers are forced to pull an all-nighter. Liz receives flowers from a secret admirer.

Being the boss isn't all it's cracked up to be when Liz overhears the writers discussing her management style, as they call her an offensive word. Meanwhile, Jack tries to impress CEO Don Geiss at a charity golf tournament by bringing Tracy along.

It's negotiation time, and Jack plans to teach Liz a thing or two about how to handle Josh's new contract. Jenna makes several big publicity mistakes and Kenneth becomes a member of Tracy's entourage.

It's lights, camera, aggravation when Liz finds herself locked in a relationship with Tracy's determined new manager and Jack forces Tracy to host The Source Awards while he promotes a new line of wine.

Family matters move front and center when Jack is reunited with his down-and-out brother and Liz has a tough time making staff cutbacks. Meanwhile, Tracy is on the search for a church and asks everyone for advice.

Sparks are flying when Jack uses Kenneth the page to thwart an aggressive west coast NBC exec and Liz follows her crush to an AA meeting. Dr. Spaceman tells Tracy that he is a descendant of Thomas Jefferson which leads to chaos.

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.

There are certainly no sparks when Jack asks Liz to take his fiancee, Phoebe, out for a ladies' lunch. But Liz finds a lot more to like when her boyfriend takes her to the great city of Cleveland. Meanwhile, Tracy thinks the "Black Crusaders" are out to get him.

Tracy, on the run from the Black Crusaders, goes into hiding with Kenneth's cousin Jessie. Meanwhile, the pressure is on Liz to make the show work after Jack's mother arrives and Jack ends up in the hospital.