Pete falls headfirst into a relationship with his 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 that morphs into a night all about Pete.
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.
During a tour stop, Pete pays a visit to his parents and introduces them to Kat, who notices the uncomfortably close relationship he has with his overbearing mom. As he tries to keep the peace, Pete grows increasingly trapped between the two most important women in his life.
While enjoying the perks of being on a Christian comedy tour, Pete feels busted when he runs into NY Cellar comic Jessica Kirson in Charleston. After ghosting Kat while on the road, Pete finally sits down to talk about their relationship.