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, when he is asked to give up his cookie jar collection, Jack finds the task too much of a challenge. 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 once she starts to lose all the weight she gained over the summer and her popularity begins to hang on the line.

When Liz reprimands Tracy in front of the TGS staff, Tracy asks Liz to stop giving him preferential treatment. Liz agrees, but Tracy thinks that Liz should give up some of her privileges also. Jack remembers some unpleasant memories of his father after his mother, Colleen, visits. Jenna adopts a pet gibbon.

Liz and Tracy encourage Jack to search for his real father. Tracy meets his new found illegitimate son, but Liz and Pete question the son's intentions. Jenna takes the credit for one of Liz's ideas.

Jack demands changes to make TGS both more relatable to average Americans and more cost-conscious and sends Liz and Pete to search for fresh blood. Kenneth organizes a strike by the pages.

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 asks Devin Banks to help him discredit Kaylie Hooper, Jack's teenage nemesis and KableTown's future CEO. Liz considers her options as she tries to become a mother. Tracy directs Octavia Spencer in his movie.