As his successful two-month college comedy tour comes to an end, Pete, donning a new look and confidence to match, takes a college-aged 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.
Pete falls headfirst into a relationship with a new girlfriend, Kat, who encourages him to be more aggressive in his career. On the night of their three-week anniversary, things amp up after a visit to a sex shop and a comedy show.
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.
While enjoying the perks of Being on a Christian comedy tour, Pete feels busted when he runs into NY Cellar, Jessica Kirson in Charleston. After ghosting Kat on the road, Pete finally sits down to talk about their relationship.