Feeling unworthy of a recent award, Jack tries to redeem himself by challenging the writers to a strategic game; Liz thinks she is cursed when her ex-boyfriend, Dennis (Dean Winters), shows up and tries to derail her relationship with Criss.
Jenna constructs a surprising plan to get publicity; Jack ends up parenting his teenage nemesis, Kaylie Hooper (Chloe Grace Moretz); Liz rejects Kenneth's new authority over TGS.
Liz tries to mentor Hazel; struggling to let go of his page duties, Kenneth goes to extremes to ensure Tracy is taken care of; Jack and Jenna scheme to get Avery back in the news.
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