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ANNA & SYD ON DATING, COMEDY & SIDE QUESTS | In The Slot S3 Ep. 31

In this episode, we’re joined by our newest Barstool coworkers and content creators Anna Coker and Sydney Aiello. With Anna and Syd we talk about their Barstool internships, the dating scene in Chicago, trying standup comedy and their insane side quests. Later in the episode, we get stumped while answering which coworker is the most different off-camera, who in our contacts we’d be mortified to text drunk and what the hottest shoe a guy could wear is. Tune in every Thursday for NEW episodes of In The Slot! In The Slot S3 Ep. 31 - 10/1/26 0:00 - Anna Coker & Sydney Aiello are In The Slot 1:16…

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