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Pete tries to be supportive when a fellow comic at The Boston gets his big break. Later, he reconnects with Jess, who encourages him to find a healthy way to express himself.
When Pete is abandoned by Artie, he is rescued by comedian Bill Burr, who takes pity on him and offers his guest room. As they become unlikely friends, Bill encourages Pete to toughen up and embrace his masculine side.
Pete reunites with Ali, who introduces him to New York's alternative comedy scene over the course of one night.