In a effort to up her cool factor with her friends, Katie decides to join Portia and attend a hip halloween party.
Katie (Briga Heelan) realizes that while she has been working her way up at MMN, her friends, including Jessica (guest star Cecily Strong), have been getting married, having kids, and buying houses in New Jersey. Feeling pressure to impress them on Instagram with the hip New York City lifestyle that she has chosen instead, she lucks into going to a very cool Halloween party with Portia (Nicole Richie).
Meanwhile, Chuck (John Michael Higgins) has been asked to use a new smart screen on the show, and in an attempt to get out of this seemingly impossible task, tries to convince Carol (Andrea Martin) that it is possessed.
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