When Jack insists that Liz see a therapist to deal with her relationship issues, she instead finds a willing ear in Kenneth, who despite his good intentions, develops his own neuroses from being unable to handle Liz’s emotional baggage. Kenneth in turn dumps his re-surfaced issues on Jack, who finds that his mental vice is unable to handle the burden after his daddy issues manifest in full force.  This doesn’t bode well for Tracy, who’s taking fatherly advice from Jack on how to financially cut off his son, who is dumping huge amounts of Tracy’s money into a failing themed restaurant called Staples. Meanwhile, Jenna has to re-evaluate her relationship with Paul (Will Forte) when the question he pops on their 6-month anniversary is not the kind where he asks her to make a sex tape they can leak online, but the kind where he wants her to meet his parents.

Jack finally decides whether he wants to be with Nancy (Julianne Moore) or Avery (Elizabeth Banks) while Liz accidentally runs into a man whom she believes is the answer to settling for Wesley (Michael Sheen): a pilot named Carol (Matt Damon).

When the moms of the TGIS crew all come together for a special Mother’s Day tribute episode, Liz, Jack, Tracy and Jenna must deal with the meddling women.

When Frank moves in with Liz after a fire at his place, they each vow to help the other kick their bad habits: eating unhealthily for Liz and smoking for Frank. Jenna turns to Jack for help when her unfit mother, Verna (Jan Hooks) shows up, but Jack is skeptical when it appears she’s turned over a new leaf.

When Liz suggests taking TGS on the road to counter bouts of winter madness, Jack approves as long they take the show to Boston where he can be close to Nancy (Julianne Moore).

After being threatened by his enemy in Washington D.C., Devon Banks (Will Arnett), Jack must make sure the first episode of Liz’s “Dealbreakers” talk show goes off without a hitch, which first involves calming Liz’s performance anxiety.

Jack and Liz take a trip to Kenneth’s hometown of Stone Mountain, Georgia in yet another attempt to find all-American talent while Jenna attempts to charm the writing staff so she’ll get favorable roles once a new cast member is hired and they in turn attempt to charm her for an invitation to a Halloween party.

Elisa returns to 30 Rock with a dark secret that she doesn’t want Jack to know out of fear he won’t love her anymore and Jenna goes to desperate measures to try and re-connect with a cute EMT that actually enjoys her show.