HBO’s renewed the half-hour comedy series High Maintenance for a fourth season. Season three finished up with episode nine (“Cruise”) which aired on March 17, 2019 and found The Guy meeting up with old high school friends, Sarah (Cassie Beck) and Brian (John McKeever).
The popular comedy was created by Ben Sinclair and Katja Blichfeld, with Sinclair starring in and executive producing. Blichfeld also executive produces with Russell Gregory.
Season three’s guest stars included Amy Ryan, Gary Richardson, Arthur Meyer, Jen Harris, Micah Sherman and Abdullah Saeed. Jemima Kirke, Margaret Cho, Guillermo Diaz, Rosie Perez, Kathleen Chalfant, Ken Leung, and Annie Golden also put in appearances in the third season.
A Look Back at the Third Season Plot, Courtesy of HBO:
“The critically acclaimed show uses The Guy, a marijuana dealer (played by Sinclair), to tell a variety of stories about New York lives, including his own. This season, High Maintenance profiles everyday people whose stories of success, failure, love and loss intersect across New York, while delving deeper into personal life of The Guy, who is spending less time on his iconic bicycle and more time in ‘Steve RV,’ a set of wheels gifted to him last season.
Featuring an intricate web of memorable returning characters and unforgettable new faces, the season three episodes find New Yorkers exploring their relationship with the city, touching on such themes as death, parenthood, sexuality, fantasy, aging and more.”