High Maintenance

The BEST episodes of High Maintenance

Every episode of High Maintenance ever, ranked from best to worst by thousands of votes from fans of the show. The best episodes of High Maintenance!

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

Last Updated: 8/11/2022Network: Vimeo
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Dinah
star
9.50
2 votes

#1 - Dinah

Season 2 - Episode 4 - Aired 2/20/2013

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.

Watch Now:AmazoniTunes
Ruth
star
7.99
76 votes

#2 - Ruth

Season 5 - Episode 1 - Aired 11/11/2014

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

Watch Now:Amazon
Matilda
star
7.80
80 votes

#3 - Matilda

Season 4 - Episode 2 - Aired 2/4/2014

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.

Watch Now:AmazoniTunes
Sabrina
star
7.73
56 votes

#4 - Sabrina

Season 6 - Episode 3 - Aired 2/5/2015

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.

Watch Now:Amazon
Rachel
star
7.70
81 votes

#5 - Rachel

Season 4 - Episode 3 - Aired 3/28/2014

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.

Watch Now:AmazoniTunes
Olivia
star
7.67
141 votes

#6 - Olivia

Season 2 - Episode 1 - Aired 1/17/2013

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

Watch Now:AmazoniTunes
Elijah
star
7.67
97 votes

#7 - Elijah

Season 3 - Episode 2 - Aired 4/20/2013

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.

Watch Now:AmazoniTunes
Brad Pitts
star
7.60
92 votes

#8 - Brad Pitts

Season 3 - Episode 3 - Aired 4/20/2013

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.

Watch Now:AmazoniTunes
Sufjan
star
7.57
60 votes

#9 - Sufjan

Season 6 - Episode 1 - Aired 2/5/2015

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.

Watch Now:Amazon
Esme
star
7.54
61 votes

#10 - Esme

Season 6 - Episode 2 - Aired 2/5/2015

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

Watch Now:Amazon
Genghis
star
7.45
62 votes

#11 - Genghis

Season 5 - Episode 3 - Aired 11/11/2014

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.

Watch Now:Amazon
Jamie
star
7.42
205 votes

#12 - Jamie

Season 1 - Episode 3 - Aired 11/9/2012

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

Directors: Thomas DeNapoli
Watch Now:AmazoniTunes
Helen
star
7.31
134 votes

#13 - Helen

Season 2 - Episode 2 - Aired 1/17/2013

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

Watch Now:AmazoniTunes
Qasim
star
7.30
84 votes

#14 - Qasim

Season 4 - Episode 1 - Aired 11/28/2013

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.

Watch Now:AmazoniTunes
Trixie
star
7.28
123 votes

#15 - Trixie

Season 2 - Episode 3 - Aired 1/17/2013

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

Watch Now:AmazoniTunes
Jonathan
star
7.28
116 votes

#16 - Jonathan

Season 3 - Episode 1 - Aired 4/20/2013

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.

Watch Now:AmazoniTunes
Heidi
star
7.19
247 votes

#17 - Heidi

Season 1 - Episode 2 - Aired 11/9/2012

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

Watch Now:AmazoniTunes
Geiger
star
7.17
75 votes

#18 - Geiger

Season 5 - Episode 2 - Aired 11/11/2014

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

Watch Now:Amazon
Stevie
star
6.93
424 votes

#19 - Stevie

Season 1 - Episode 1 - Aired 11/9/2012

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.

Watch Now:AmazoniTunes

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