The Guy makes his first delivery to a woman in a hotel room who has anxiety problems and a terrible boss.
The Guy drops a marijuana delivery to the couple Heidi and Mark, but things take a surprising turn.
The Guy meets Jamie while he makes a delivery to a lesbian couple as he helps them with a mouse crisis.
When the Guy delivers to a couple who are complaining about their rude AirBnB guests, they tell him about Trixie.
The Guy experiences an awkward situation when he makes a delivery to a sick woman and her withdrawn son.
The Guy makes a delivery to an agoraphobic man who lives with his mother and has an obsession with Helen Hunt.
The Guy delivers to a couple who are annoyed by the overstay of their old friend, who came for Dinah's wedding.
The Guy tries to entrain the stand-up comedian Hannibal Buress after he had a painful experience. Heidi has a conversation with Olivia about Jonathan Ames.
When a private chef is hired to prepare a Passover Seder dinner, he calls the Guy to bring him a delivery and he learns about Elijah.
After she finds out that her friend is sick, an uptight woman calls the Guy to bring her a marijuana delivery.
When the workout addict Scott starts dating Kitty, she gets disappointed after finds out about his strange sleep schedule.
When the Guy's teenage niece comes for a visit from out of town, he struggles to keep her entrainted without doing business in front of her.
The Guy is introduced to Rachel as he makes a delivery to an author who's struggling with his writing and marriage.