I Am Trying to Break Your Heart: A Film About Wilco

I Am Trying to Break Your Heart: A Film About Wilco

Jeff Tweedy
Director: Sam Jones Cast: Jeff Tweedy
Jeff Tweedy
, John Stirratt
John Stirratt
, Leroy Bach
Leroy Bach
Sam Jones


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When photographer and commercial director Sam Jones began plans to make I Am Trying to Break Your Heart, he envisioned a long-form rock video about the making of a Wilco album, Yankee Hotel Foxtrot. But right from the start, it seemed that Jones was destined to make a documentary about an extremely tumultuous period in the band's existence. The day before Jones started shooting, Jeff Tweedy, the band's singer-songwriter, called to say that they had fired Ken Coomer, and hired a new drummer, Glenn Kotche. Jones started shooting his film, in black-and-white, as the band recorded their inventive new album. He captured the tensions caused by creative differences between Tweedy and guitarist-songwriter-engineer Jay Bennett. Tweedy takes a break from making the album to go on a short solo tour. The band eventually completes the album, and after it's mixed by Jim O'Rourke, Tweedy is happy with it, and feels that the band has taken their music in a new direction. They send it to their label, Reprise, a division of Time Warner, and after two weeks of silence, the label, concerned about the album's commercial prospects, calls band manager Tony Margherita and asks for the band to make changes. Tweedy refuses, and Reprise decides to let the band take Yankee Hotel Foxtrot elsewhere. The band goes on tour, and stream the album on their website. Eventually the conflict between Tweedy and Bennett comes to a head. I Am Trying to Break Your Heart (named of a song on the album) documents the unexpected trials of the band, and their efforts to overcome them. The film premiered at the 2002 Los Angeles Film Festival.

Product Details

Release Date: 04/18/2006
UPC: 0082354003623
Original Release: 2002
Source: Plexifilm
Region Code: 0
Time: 1:32:00

Special Features

Closed Caption; High definition digital transfer, 16x9 anamorphic presentation; Feature commentary from director Sam Jones and Wilco; Original theatrical trailer; Liner notes by music journalist David Fricke; English subtitles for the hearing impaired

Cast & Crew

Performance Credits
Jeff Tweedy Actor
John Stirratt Actor
Leroy Bach Actor
Glenn Kotche Actor
Jay Bennett Participant
Tony Margherita Actor
Greg Kot Actor
David Fricke Actor
Howie Klein Actor
Bill Bentley Actor
Josh Grier Actor
David Bither Actor
Chris Brickley Actor
Jonathan Parker Actor
Sam Tweedy Actor
Susan Miller Tweedy Actor
Spencer Tweedy Actor

Technical Credits
Sam Jones Director,Cinematographer,Producer
Peter Abraham Producer
Albert Berger Executive Producer
Chat Gunther Sound/Sound Designer
John Gurrin Sound/Sound Designer
Gary Hustwit Executive Producer
Adam Joseph Sound/Sound Designer
Charles Kelly Sound/Sound Designer
Larry Loewinger Sound/Sound Designer
Tracy McKnight Musical Direction/Supervision
Moe Chamberlain Sound/Sound Designer
Erin Nordstrom Editor
Patrick Solomon Associate Producer
Roger Stevenson Sound/Sound Designer
Jeff Tweedy Songwriter
Charlie Winton Associate Producer
Barbara Winton Associate Producer
Ron Yerxa Executive Producer

Scene Index

Disc #1 -- I Am Trying to Break Your Heart
1. I Need More Piano [1:32]
2. I Am Trying to Break Your Heart [3:10]
3. Ashes of American Flags [3:18]
4. Kamera [3:44]
5. Poor Places [4:01]
6. Fericito [2:53]
7. Not for the Season [1:45]
8. Sunken Treasure [5:24]
9. Reservations [2:45]
10. I'm the Man Who Loves You [3:47]
11. A Subset of Heavy Metal Drummer [4:02]
12. Is It the Medication? [2:11]
13. I'm Always in Love [3:58]
14. Jim O'Rourke [2:11]
15. Jesus, Etc. [:59]
16. Reprise Hears the Record [1:55]
17. The Phone Call [4:16]
18. Misunderstood [2:29]
19. I Got You [4:01]
20. Let Me Come Home [1:29]
21. War on War [2:36]
22. Outta Site [2:37]
23. Let's Talk About Jay [3:07]
24. My Darling [2:14]
25. Half-Assed, Fearful, Frightened [4:33]
26. Magazine Called Sunset [2:18]
27. It's Something With a Drum in It [3:27]
28. Months of Discussions and Ruminations [1:34]
29. Be Not So Fearful [1:50]
30. Monday [3:44]
31. Pure Imagination [4:13]

Customer Reviews

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I Am Trying to Break Your Heart: A Film About Wilco 3.8 out of 5 based on 0 ratings. 5 reviews.
Anonymous More than 1 year ago
At the time I bought this film, I had just discovered Wilco.  I purchased THE ONLY copy of Yankee Hotel Foxtrot from the base exchange during a military deployment overseas.  The album seemed to fit my state of mind perfectly at the time...I was lonely, discovering new things about myself that I'd never known before, and I found the music and lyrics contained within this album to be extremely comforting.  It spoke to me.  So it's only natural that I, being one who likes to see how things are made, would be drawn to this film.  It's an excellently filmed documentary that, as one reviewer has noted, doesn't give the history of the band, but gives kind of a "day in the life" view of one of today's best working bands.  The lack of narration is particularly effective, as events just unfold and Sam Jones is there to film them.  He has a knack for being at the right place at the right time, and it's clear that the band is happy to acquiesce to his filming ideas.  He captures their best moments and their worst, and it's beautiful.  Also really fascinating is the second disc, which contains a lot of really good unused concert footage, and the commentary by Sam and Wilco members Jeff, Leroy, John, and Glenn (and during which you can tell that even years later, Sam is thrilled to be working with the band).  This is absolutely worth your while to purchase if you are a fan of music, the music industry, the process of recording, and it's a must-have if you're a Wilco fan. 
Anonymous More than 1 year ago
Guest More than 1 year ago
i loved the movie and the great extras. they caught some great moments on video like when reprise dropped them and such. if you are looking for a history of wilco, this is not the dvd to buy.. but if you want a lot of yankee hotel foxtrot info.. this dvd is for you. wonderfullll extras.
Guest More than 1 year ago
Wilco is probably the greatest American band working today. This film shows a hard-working band and the strains of genius cracking internally as their record gets rejected by corporate American suits. If you are looking for something that documents their history, this is not it. If you want to see the making of the best record of the last five years, get this. You won't be disappointed.
Anonymous More than 1 year ago