A man tries to find purpose by ditching his 9-5 job and becoming a teacher.
The Guy starts things off on the wrong foot when he visits the hotel room of a woman with clinical anxiety and a very impatient boss.
Heidi and Mark are an adorable new couple, and everything seems perfect until they call The Guy for marijuana delivery.
The Guy meets Jamie when he delivers to a pair of women who are upset due to having a mouse in their apartment.
The Guy hears a story about Trixie when he delivers to a couple who are stressed out because of their inconsiderate AirBnB guests.
The Guy reluctantly delivers to a man and woman listed in his phonebook as "Assholes" and who have an artist friend named Olivia.
The Guy delivers to an agoraphobic man who lives with his mother and is obsessed with Helen Hunt.
A couple's relationship is stressed by the overstay of their house guest, an old friend who's in town for Dinah's wedding. Meanwhile, The Guy catches them at an awkward time after delivering to an asexual magician.
Hannibal Buress stars as himself, a stand-up comic trying to get over a traumatic experience, and The Guy tries to cheer him up. Meanwhile, Heidi returns for a cameo role, discussing Jonathan with Hannibal's artist girlfriend, Olivia.
A private chef is hired to serve a Passover Seder dinner, and one of the family members happens to be the asexual magician. The chef calls The Guy for delivery, and he arrives just in time to learn about Elijah.
An uptight woman discusses Brad Pitts with her bird-watching friend who she discovers is very ill. She suggests that they smoke marijuana together to help with her friend's low appetite. Meanwhile, The Guy gets high with a pair of professional stoners.
One of The Guy's customers start dating a fitness buff. She soon learns about his very alternative lifestyle and about Qasim. Meanwhile, The Guy dresses as himself for Halloween.
The Guy struggles to entertain his teenaged niece who is visiting from out of town. He doesn't want to conduct business in front of her, but when their plans to see "Matilda" get complicated, one of his customers offers to help out.
A cross-dressing author struggles with writers' block, which puts a strain on his marriage. Meanwhile, The Guy makes a delivery to him and is introduced to Rachel.
The Guy sets up Ellen with Victor.
A neurotic couple, Andrew and Lucy, explore ways to deal with existential anxieties, but just end up creating more. The Guy attempts to relate to an ASMR YouTuber.
A couple move to a seemingly ideal suburb - Ditmas Park - but their distance from work and friends begins to drive them insane. The Guy helps save a kid from diabetic shock.
Orly - rival pot dealer from the "Canna-bitches" collective - auditions for a stomp team. The Guy plays shabbos goy for a Hasidic family and later encounters Orly at a client's apartment.
The Guy spends multiple days hanging out with a group of friends he isn't a part of and they take shrooms together.