The BEST Episodes of High Maintenance

Every episode ever - ranked by fan votes!

Last Updated: Dec 26, 2019

Network: Vimeo

A nameless cannabis delivery guy delivers his much-needed medication to stressed-out New Yorkers

Ruth

#1 - Ruth

Season 5 - Episode 1 - Aired Nov 11, 2014

The guy plays matchmaker, sending two middle-aged marijuana enthusiasts go on a first date.

star 7.97
72 votes
Writers: Katja Blichfeld, Ben Sinclair
Matilda

#2 - Matilda

Season 4 - Episode 2 - Aired Feb 4, 2014

For the first time, The Guy is the central character. He struggles to entertain his teen-aged 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. Featuring cameos from a few characters from the "Jamie" episode.

star 7.80
75 votes
Writers: Katja Blichfeld, Ben Sinclair
Sabrina

#3 - Sabrina

Season 6 - Episode 3 - Aired Feb 5, 2015

Six long-time friends escape the city and head upstate for a weekend where they spend more time worrying about their careers than enjoying themselves.

star 7.74
54 votes
Writers: Katja Blichfeld, Ben Sinclair
Rachel

#4 - Rachel

Season 4 - Episode 3 - Aired Mar 28, 2014

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. Featuring cameos from characters from the "Trixie" and "Olivia" episodes.

star 7.72
78 votes
Writers: Katja Blichfeld, Ben Sinclair
Elijah

#5 - Elijah

Season 3 - Episode 2 - Aired Apr 20, 2013

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.

star 7.69
93 votes
Writers: Katja Blichfeld, Ben Sinclair
Olivia

#6 - Olivia

Season 2 - Episode 1 - Aired Jan 17, 2013

The Guy reluctantly delivers to a man and woman listed in his phonebook as "Assholes" and who have an artist friend named Olivia.

star 7.65
135 votes
Writers: Katja Blichfeld, Ben Sinclair
Brad Pitts

#7 - Brad Pitts

Season 3 - Episode 3 - Aired Apr 20, 2013

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.

star 7.59
88 votes
Writers: Katja Blichfeld, Ben Sinclair
Sufjan

#8 - Sufjan

Season 6 - Episode 1 - Aired Feb 5, 2015

Reagan and Ezra get priced out of Williamsburg and head to a more affordable neighborhood where they learn you can't have it all when it comes to NY real estate.

star 7.55
58 votes
Writers: Katja Blichfeld, Ben Sinclair
Esme

#9 - Esme

Season 6 - Episode 2 - Aired Feb 5, 2015

A hapless weed delivery girl named Orly fumbles her way through various misguided pursuits, stealing some of The Guy's customers along the way.

star 7.54
59 votes
Writers: Katja Blichfeld, Ben Sinclair
Genghis

#10 - Genghis

Season 5 - Episode 3 - Aired Nov 11, 2014

A frustrated cubicle-working idealist tries to make a difference in the world by becoming a teacher. His attempts fall flat and the experience challenges his optimism.

star 7.47
59 votes
Writers: Katja Blichfeld, Ben Sinclair
Jamie

#11 - Jamie

Season 1 - Episode 3 - Aired Nov 9, 2012

The Guy meets Jamie when he delivers to a pair of women who are upset due to having a mouse in their apartment.

star 7.39
198 votes
Directors: Thomas DeNapoli
Writers: Katja Blichfeld, Ben Sinclair
Qasim

#12 - Qasim

Season 4 - Episode 1 - Aired Nov 28, 2013

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.

star 7.30
79 votes
Writers: Katja Blichfeld, Ben Sinclair
Helen

#13 - Helen

Season 2 - Episode 2 - Aired Jan 17, 2013

The Guy delivers to an agoraphobic man who lives with his mother and is obsessed with Helen.

star 7.27
129 votes
Writers: Katja Blichfeld, Ben Sinclair
Trixie

#14 - Trixie

Season 2 - Episode 3 - Aired Jan 17, 2013

The Guy hears a story about Trixie when he delivers to a couple who are stressed out because of their inconsiderate AirBnB guests.

star 7.25
118 votes
Writers: Katja Blichfeld, Ben Sinclair
Jonathan

#15 - Jonathan

Season 3 - Episode 1 - Aired Apr 20, 2013

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.

star 7.24
112 votes
Writers: Katja Blichfeld, Ben Sinclair
Geiger

#16 - Geiger

Season 5 - Episode 2 - Aired Nov 11, 2014

A woman struggles with her fiancé’s increasing paranoia and survivalist tendencies.

star 7.24
72 votes
Writers: Katja Blichfeld, Ben Sinclair
Heidi

#17 - Heidi

Season 1 - Episode 2 - Aired Nov 9, 2012

Heidi and Mark are an adorable new couple, and everything seems perfect until they call The Guy for marijuana delivery.

star 7.18
238 votes
Writers: Katja Blichfeld, Ben Sinclair
Stevie

#18 - Stevie

Season 1 - Episode 1 - Aired Nov 9, 2012

The Guy starts things off on the wrong foot when he visits the hotel room of Stevie, a woman with clinical anxiety and a very impatient boss.

star 6.92
413 votes
Writers: Katja Blichfeld, Ben Sinclair