13 episodesFirst aired 9 November 2012
E1Nov 20126m
The guy delivers to a cute chick stressed out by her psychotic boss.
E2Nov 20127m
A guy meets a clingy girl after a recent breakup. He calls the guy and finally sees the light.
E3Nov 20126m
The guy delivers to a lesbian couple and helps them with a rodent problem.
E4Jan 20137m
The guy delivers to a couple who are renting a room to inconsiderate guests on Airbnb.
E5Jan 20137m
The guy delivers to a sick woman and her isolated son and shares an uncomfortable moment with him.
E6Jan 20137m
The Guy delivers to an agoraphobic man who has lives with his mother and is obsessed with Helen.
E7Feb 201311m
A couple's relationship is tested by a house guest.
E8Apr 20139m
The guy tries to cheer up Hannibal Buress.
E9Apr 201310m
A private chef is hired to prepare a Passover dinner.
E10Apr 20139m
An uptight woman discusses Brad Pitts with her birdwatching 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 two professional stoners.
E11Nov 201315m
Scott, a young adult workout addict with a regimented lifestyle, meets Kitty, a cute girl from spin class, and they go on a date. When Kitty discovers the motivation behind Scott's odd sleep schedule, she is less than thrilled.
E12Feb 201413m
The Guy struggles to entertain his teenage niece.
E13Mar 201413m
One in the series of critically acclaimed High Maintenance shorts, Rachel focuses on Colin (Dan Stevens of Downton Abbey), a husband, stay-at-home father and writer. When he starts to fixate on his insecurities about past success and his secret tendencies to dress up in his wife's designer clothing, writer's block sets in. Procrastination, pot and fashion fill his days until he gets some needed encouragement from an unlikely source. This witty short is a beautiful portrait of acceptance from outside and in.