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I Am Trying to Break Your Heart

Play trailer Poster for I Am Trying to Break Your Heart 2002 1h 33m Documentary Play Trailer Watchlist
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90% Tomatometer 58 Reviews 90% Popcornmeter 2,500+ Ratings
This insightful documentary chronicles the tumultuous recording and release of the band Wilco's 2002 album "Yankee Hotel Foxtrot." A bold departure from the group's earlier releases, recording it nearly broke up the band, and when it was completed, their label refused to release it and eventually dumped Wilco from their roster. With the album completed, the band turned to the Internet to get attention for the record, which was eventually released to widespread success and critical acclaim.
I Am Trying to Break Your Heart

What to Know

Critics Consensus

Besides being a treat for Wilco fans, I Am Trying to Break Your Heart also exposes the workings of a profit-driven music industry.

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Critics Reviews

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Peter Howell Toronto Star 10/25/2002
3/5
If you aren't already a fan of Wilco, a critical darling led by the talented and wily songwriter Jeff Tweedy, the film does little to enlighten or recruit. Go to Full Review Liam Lacey Globe and Mail 10/25/2002
2.5/4
Woven together handsomely, recalling sixties' rockumentary milestones from Lonely Boy to Don't Look Back. Go to Full Review Wendy Case Detroit News 09/27/2002
3/4
A cohesive demonstration of why Wilco, as a whole, is one of the most compelling musical entities working today. Go to Full Review Cole Smithey ColeSmithey.com 12/09/2007
3/5
Film Threat 12/06/2005
3.5/5
Eric Melin Scene-Stealers.com 10/01/2005
4/5
It is an often overlooked gem of a movie, chronicling the creative process of making a personal record in more detail than has even been seen. Also, the film is helped tremendously by some great music from Wilco, and a ironic, triumphant twist of real-lif Go to Full Review Read all reviews

Audience Reviews

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harrison r @emailaddress 01/17/2023 Jeff Tweedy wrote some good songs, and the black and footage is beautiful. Nothing much else happens in this movie though. See more 03/11/2014 I am not a fan of Wilco but I did enjoy this. See more 12/06/2012 yes, i do love wilco, but it's a great look at a fantastic band going through a very pivotal point in their career. a rare dvd where the audio commentary is actually worth listening to all the way through. yes... the ending does seem a bit... trite, but ah well... forgive it. See more 09/11/2012 An interesting peek into the music industry (for Wilco fans and non-Wilco fans alike). A story that shows that there are still some real artists out there, putting their integrity above profit and commercial success. It's made all the better by the fact that the events occurring in the film were pure surprises. Reprise Records must still be kicking themselves for letting what became an immensely acclaimed and successful album go. See more 05/21/2012 A must see for Wilco fans. See more 03/22/2012 One of my favorites. I love Wilco, and it's a fantastic film. See more Read all reviews
I Am Trying to Break Your Heart

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Cast & Crew

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Sam Jones

Director

Jeff Tweedy

Self

John Stirratt

Self

Leroy Bach

Self

Glenn Kotche

Self

Jay Bennett

Self

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I Am Trying to Break Your Heart

Scene from the film I AM TRYING TO BREAK YOUR HEART. I Am Trying to Break Your Heart (2002) View more photos

Movie Info

Synopsis This insightful documentary chronicles the tumultuous recording and release of the band Wilco's 2002 album "Yankee Hotel Foxtrot." A bold departure from the group's earlier releases, recording it nearly broke up the band, and when it was completed, their label refused to release it and eventually dumped Wilco from their roster. With the album completed, the band turned to the Internet to get attention for the record, which was eventually released to widespread success and critical acclaim.
Director
Sam Jones
Producer
Russell Curtis, Darcy Diamond, Jake Mills, Sam Jones, Peter Abraham, Kristy Kessler
Distributor
Cowboy Pictures
Production Co
Bona Fide Productions
Genre
Documentary
Original Language
English
Release Date (Theaters)
Jul 26, 2002, Original
Release Date (DVD)
Apr 1, 2003
Box Office (Gross USA)
$445.5K
Runtime
1h 33m