As his successful two-month college comedy tour comes to an end, Pete, donning a new look and confidence to match, takes a college-age aspiring comedian, Jaboukie, under his wing. But Pete's return to New York finds him having an awkward reunion and a big audition at the Comedy Cellar that could change everything.

Feeling like his time away from New York has taken him out of the scene, Pete accepts an offer to perform at a Jewish show, where Elon Gold and Modi question his impulsive behavior with a woman he met earlier that day.

Pete travels to New Jersey with Jason to do a weekend of shows at a big corporate comedy club and is surprised to find Ali, his ex, staying with them at the comedy condo. Jason’s misogynistic act and point of view cause Pete to question his path in comedy.

Pete and Kat attend a viewing party for Ali’s late-night spot on Seth Meyers’ show. Tensions mount as Ali is nervous about how her set went and Kat becomes jealous of Pete’s friendship with his ex.