Cast of High Maintenance

Ben Sinclair portrays the character known as The Guy, who serves as the central figure in the series. The Guy is a nameless marijuana dealer who cycles around the city delivering cannabis to his diverse clientele. Through his interactions with his customers, The Guy provides a window into the lives of various individuals in the city.

Kathryn Boswell plays the character Autumn in High Maintenance. Autumn is an aspiring writer who is often seen struggling with her creative pursuits. Her encounters with The Guy and the cannabis culture add depth to her character and provide insights into the creative process.

Jack Ferver portrays the character Jason in the show. Jason is a flamboyant and eccentric individual who becomes one of The Guy's customers. His interactions with The Guy and the situations he finds himself in offer a unique perspective on New York City's diverse population.

Jason Sol plays the character Delivery Guy in High Maintenance. Delivery Guy is one of The Guy's colleagues who shares his experiences as a cannabis delivery person. He provides a glimpse into the challenges and adventures of this unconventional profession.

Cavan Rogers portrays the character Meth Head in the series. Meth Head is a troubled individual struggling with addiction and the consequences it brings. His story sheds light on the darker side of the city and explores the themes of recovery and redemption.

Bob the Drag Queen, known for their larger-than-life persona, takes on the role of Darnell in High Maintenance. Darnell is a drag queen who encounters The Guy in one of his deliveries. Their interactions showcase the vibrant and diverse world of drag culture in New York City.

Neimah Djourabchi plays the character Jasper in the show. Jasper is a quirky and enigmatic individual who forms an unlikely bond with The Guy. Their unique friendship adds an element of mystery and unpredictability to the series.

Andy Taylor portrays the character Jerry in High Maintenance. Jerry is a regular customer of The Guy and often seeks his guidance and support. Through his interactions with The Guy, Jerry's character shows the complexities of human relationships and the sense of community that can be found in unexpected places.