Jenna's envy pushes Liz over the edge; Jack forms a plan to avoid disappointing his mother (Elaine Stritch); Tracy tries to cheer up Kenneth.
An encounter with Dennis spurs Liz and Criss to step up their efforts to start a family; Jack and Jenna reflect on their self-worth; Tracy gets an upsetting medical diagnosis.
Jack asks Devin Banks (Will Arnett) to help him discredit Kaylie Hooper (Chloë Moretz), 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.
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