Series Premiere. 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, but in order to stay part of this group, Max must keep up a charade while keeping Lainey's suspicions at bay.

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, 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 finds herself confronted by her past.