
How To Tell You're A Douchebag 2016
In *How To Tell You're A Douchebag (2016)*, director Tahir Jetter crafts a sharp, introspective rom-com that follows Ray Livingston, a struggling Brooklyn blogger whose biting online persona masks his own romantic stagnation.
Director: Tahir Jetter
Cast








Frequently Asked Questions
What is *How To Tell You're A Douchebag* (2016) about?
*How To Tell You're A Douchebag* follows Ray Livingston, a self-proclaimed relationship blogger whose biting online persona hides his own romantic frustration. After a disastrous week spirals into a public confrontation with a stranger, Ray's carefully crafted cynicism is put to the test in this witty, New York-set comedy.
Who directed *How To Tell You're A Douchebag*?
The film was directed by Tahir Jetter, a filmmaker known for his sharp, character-driven storytelling and urban narratives.
Who stars in *How To Tell You're A Douchebag*?
The film stars Charles Brice as Ray Livingston, alongside DeWanda Wise, William Jackson Harper, Alexander C. Mulzac, and Jenna Williams in key roles.
Is *How To Tell You're A Douchebag* (2016) worth watching?
With its blend of sharp humor and relatable themes, *How To Tell You're A Douchebag* delivers a fresh take on rom-com tropes. While IMDb hasn't rated it, its 80-minute runtime and engaging cast make it a breezy, enjoyable watch for fans of character-driven comedies.
How long is *How To Tell You're A Douchebag*?
The film has a runtime of 80 minutes.
About How To Tell You're A Douchebag (2016) — A Sharp NYC Rom-Com with Heart and Humor
In *How To Tell You're A Douchebag (2016)*, director Tahir Jetter crafts a sharp, introspective rom-com that follows Ray Livingston, a struggling Brooklyn blogger whose biting online persona masks his own romantic stagnation. When a misguided rant lands him in hot water with Rochelle Marseille—a sharp-witted stranger he'd just berated—Ray's manufactured world of cynical dating advice unravels. Shot through with wit and urban grit, the film blends humor with poignant themes of self-reflection and growth.
As Ray navigates the fallout of his viral missteps, he's forced to confront the hollow reality behind his public brand. With a standout cast led by Charles Brice and DeWanda Wise, the 80-minute comedy balances satire with sincerity, making it a must-watch for fans of character-driven rom-coms and New York-centric storytelling.