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A Brooklyn-based writer whose long-anticipated (by his editor) second novel was rejected, Jonathan must make ends meet in the tradition of countless novelists before him: teaching and freelance writing. With a deep fondness for white wine and marijuana, Jonathan is a questing, sensitive soul who often turns to his best friend Ray or his mentor and sometimes-boss George Christopher for solace and advice. In addition to being a struggling writer, he has a yearning to be heroic and have adventures - and he wants to help people - so he leads a double life as an unlicensed private detective.

The editor of 'Edition NY' magazine, and Jonathan's sometimes employer, George has been a tastemaker and man about town for decades. He's had three marriages and countless lovers. His penthouse bachelor pad and high-rise office may be peppered with souvenirs of his success, but George has become somewhat inured to a life that garnered him his own Chuck Close-esque portrait. George has become friend and mentor to Jonathan, perhaps as a way to vicariously reclaim his youth and to escape boredom. Also, Jonathan has access to marijuana, which pleases George immensely.

A talented but not-yet-financially-successful cartoonist, Ray is Jonathan's best friend. He's something of a tormented curmudgeon and he isn't afraid to challenge Jonathan on an ill-advised decision, but when Jonathan is in trouble, Ray's there - in whatever capacity necessary. He's Sancho Panza to Jonathan's Don Quixote.

Cast & Characters

See the full list of cast and characters

Jason Schwartzman

Ted Danson

Zach Galifianakis

About the Series

Bored to Death (HBO)