The Guy makes an uncomfortable delivery to a macho client and his taciturn friend. Best friends Max and Lainey's co-dependent relationship begins to wane after Max accidentally stumbles upon a new group of friends. In order to stay part of this group, Max must maintain a charade, while keeping Lainey's suspicions at bay.
Eesha, a young girl living with her aunt and uncle in Brooklyn, struggles to be a "normal college student", despite her family's religious values. The Guy delivers to Leo and Gigi, a jaded couple throwing an intimate gathering for Leo's birthday - an event marked by accusations, recriminations and a troubling revelation.
Aging parents Joon and Wei navigate their son's recent success and new lifestyle. The Guy delivers to Jim, a retired, former workaholic living downstairs from his neurotic daughter, Quinn, and her husband and baby.
Anja, a twentysomething aspiring writer who spends most of her time on social media, convinces The Guy to sit down for a one-on-one interview, but her social media addiction threatens to blow up the story. Former customer Heidi enlists The Guy's help when she is confronted by her past.