Season 2 Episode 1


Season Two Premiere. The Guy (Ben Sinclair) has a busier-than-usual day as New Yorkers react to world-changing news. The morning after a hookup, carefree hotel guests spend an indulgent day unaware of what's going on outside their door.
High Maintenance Season2 Episode 1 (7)

Season 2 Episode 2


A couple deals with less-than-ideal digs during a trip to New York; The Guy delivers to an all-female political group.

Season 2 Episode 3


A realtor strives to improve her lifestyle; a couple wins an affordable-housing lottery.

Season 2 Episode 4


A Hasidic man explores the world outside his sect; a club performer has a wild night out; The Guy bonds with a driver.

Season 2 Episode 5


The Guy lands in an uncomfortable situation; a freelancer embarks on a desperate search for a weed fix.

Season 2 Episode 6


A potential partner, Abdullah, takes over The Guy's weed route while The Guy attempts to take some time off.

Season 2 Episode 7


The Guy is back delivering to an old client on her teen daughter's birthday.

Season 2 Episode 8


A husband looks for relief for his high-strung wife who's wrapped up in their daughter's life.

Season 2 Episode 9


A man strives for a life free of Internet distractions; a comedian is trolled after a tweet; a dancer attempts a world record.

Season 2 Episode 10


Season Two Finale. Two couples take to the park for an eclipse; The Guy faces some life changes.
Watch Anytime, Anywhere

Enjoy HBO?s original series, hit movies, and more. HBO is available through your TV provider, existing digital subscriptions, or in our stand-alone app.

Did You Know?

HBO GO is a free streaming service for those who subscribe to HBO through a TV provider.