Liz discovers that Jack is tanking the entire NBC fall schedule, Jenna asks Liz to be her maid of honor, and Kenneth and Hazel invite Tracy over for dinner.
Jack develops a new relationship strategy based on the principles of the movie "The Great Escape," Liz tries to prove that women are funny, and a tabloid reveals that Jenna is 56 years old.
Jack uses Liz as a "chum" for a Republican fund raiser, and the entire TGS crew becomes frustrated when Jenna's Jimmy Buffett rip-off song attracts an annoying new audience.
Realizing that Jenna could decide the Presidential election, Liz and Jack stage a debate to win her support and her followers. Kenneth turns to Tracy for advice on how to be an informed voter, while Pete tries to recreate the magic of the 2008 election.
Jack learns that the villain in Tracy's new movie is based on him, Liz lets Hazel be her assistant after her bunion surgery, and Jenna tries to be supportive and listen to Kenneth.
Liz and Criss agree to get married, but Liz refuses to have a conventional wedding. Meanwhile, Tracy comes to terms with the fact that he will grow old, and Jenna discovers her true cash value as a human being.
Jack's mom comes early for the holidays, Jenna tries to upstage Liz with her own surprise wedding, and Tracy tries to fulfill Kenneth's wish that his life was more like TV with the help of Florence Henderson.
Jack launches a plot to take over as Kabletown CEO with the help of Devon Banks, Liz gets more bad news from the adoption agency, and the lead actress in Tracy's Harriet Tubman biopic turns out to be the female version of Tracy himself.
Liz's adoption request is finally approved, but she is too busy trying to single-handedly save TGS from cancellation to notice. Meanwhile, Kenneth tries to help Jack as he tries to choose his successor.
Liz is dealing with being a stay-at-home mom while Jack tries to find true happiness. Kenneth and Tracy are both adjusting to Kenneth's new position as President of NBC.
