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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.
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.
When Jack persuades Liz to go to Florida with him, they make a shocking discovery about his mother; Jenna and Tracy assume responsibility for the show in Liz's absence, resulting in disaster for Kenneth.
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