The legendary film about the creation and aftermath of Wilco’s groundbreaking album Yankee Hotel Foxtrot.

“Functions as both a revealing look at the collaborative process and a timely, tongue-in-cheek profile of the corporate circus that is the recording industry.” — Hollywood Reporter

“An exciting and involving rock music doc, a smart and satisfying look inside that tumultuous world.” — Los Angeles Times

“One of the greatest music documentaries ever made.” — Rolling Stone

Building on three critically acclaimed records and a reputation for phenomenal live shows, Wilco seemed poised to cement its reputation as one of the great American rock groups. So how is it that one year later, with completed record in hand, the band found itself rejected by its corporate label and missing two of its original members? First-time filmmaker and award-winning photographer Sam Jones was on hand, chronicling this turbulent chapter in Wilco's history as it unfolded.

Throughout the film, Jones tempers the backstage dramas and unfathomable corporate shenanigans with inspired live performances, as frontman Jeff Tweedy and company perform songs from Yankee Hotel Foxtrot and previous Wilco albums. Shot in luminous black and white, "I Am Trying to Break Your Heart" is a riveting portrait of a band making the best music of its career.

I Am Trying To Break Your Heart
2002, 92 minutes

Executive Produced by
Gary Hustwit

Directed by Sam Jones

Produced by Sam Jones & Peter Abraham

Original Music by Wilco

Featuring: 
Jeff Tweedy
John Stirratt
Leroy Bach
Glenn Kotche
Jay Bennett
Greg Kot
Tony Margherita
Fred Armisen
Wes Orshoski
Bill Bentley
David Bither
Chris Brickley
Ken Coomer
David Fricke
Howie Klein
Susan Miller Tweedy
Jim O'Rourke
Sam Tweedy
Spencer Tweedy

Director of Photography
Sam Jones

Editor
Erin Nordstrom