I Am Trying To Break Your Heart - A Film About Wilco

4.5 out of 5 stars  See all reviews (65 customer reviews)
In the fall of 2000, Wilco entered the studio to record their highly anticipated fourth album. Building on three critically acclaimed albums and a reputation for phenomenal live shows, the band seemed posed 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 record 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. The recording process is always rife with tension. That's to be expected, especially when the band is as ambitious as Wilco. The real surprise comes when the band delivers the final album to Reprise and all they get in response is two weeks of ominous silence. Soon, contracts are being broken and partnerships are being severed as Jones discovers he has a far more tumultuous tale to tell than he originally envisioned. 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 the beleaguered "Yankee Hotel Foxtrot" album, recently released and already considered a modern classic. 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.
  • Starring: Jeff Tweedy, John Stirratt
  • Directed by: Sam Jones
  • Runtime: 1 hour 33 minutes
  • Studio: Plexifilm
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Product Details
Synopsis: In the fall of 2000, Wilco entered the studio to record their highly anticipated fourth album. Building on three critically acclaimed albums and a reputation for phenomenal live shows, the band seemed posed 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 record 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. The recording process is always rife with tension. That's to be expected, especially when the band is as ambitious as Wilco. The real surprise comes when the band delivers the final album to Reprise and all they get in response is two weeks of ominous silence. Soon, contracts are being broken and partnerships are being severed as Jones discovers he has a far more tumultuous tale to tell than he originally envisioned. 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 the beleaguered "Yankee Hotel Foxtrot" album, recently released and already considered a modern classic. 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.
Starring: Jeff Tweedy, John Stirratt
Supporting actors: Leroy Bach, Glenn Kotche, Jay Bennett, Tony Margherita
Directed by: Sam Jones
Genre: Documentary, Music
Runtime: 1 hour 33 minutes
Studio: Plexifilm
ASIN: B002PUI956 (Rental) and B002PULCR8 (Purchase)
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Purchase rights: Stream instantly and download to 2 locations. Details
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Format: Amazon Instant Video (streaming online video and digital download)

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Theatrical Release Information
  • Production Company: Bona Fide Productions, Cowboy Pictures, Experience Music Project, Fusion Films LLC, Plexifilm
  • Filming Locations: Chicago, Illinois, USA

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65 Reviews
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4.5 out of 5 stars (65 customer reviews)
 
 
 
 
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14 of 14 people found the following review helpful:
5.0 out of 5 stars Roger Wilco, May 1, 2003
I Am Trying To Break Your Heart is a brilliant documentary by director Sam Jones in which he follows the critically acclaimed band Wilco in the process of recording their fourth album, Yankee Hotel Foxtrot. The film opens on an optimistic note as the band is in the their own recording studio cutting the record. Mr. Jones couldn't have written a more dramatic turn of events when the band presents the album to their label, Reprise, they hate the album and demand changes. When the band refuses to make changes, Reprise, essentially drops them and releases them from their contract. This event became big news in the business and Wilco had the great luck to have a bad situation turn golden when companies got into bidding war for their services. They eventually signed with Nonesuch and the album was released to massive critical praise. The irony of the situation is that both labels were owned by Time-Warner who paid for the album twice. Also, there are some tensions in the band between leader Jeff Tweedy and guitarist and keyboardist Jay Bennett. You don't see any overt animosity between the two other than a scene in which there is a disagreement regarding the mixing of a song ("Heavy Metal Drummer") that is filled with tension, but the resulting parting of the ways adds even more dramatic flavor to the film. Mr. Tweedy is the main force behind Wilco and he dominates the film as well. He provides the most commentary by far and his image is the most widely shown. This film isn't a Behind The Music style expose, the band seem like a normal bunch of guys. No wild partying, just five (and then four) musicians trying to craft an ambitious album. The film has a nice number of live concert performances that are nicely interspersed throughout the film. Mr. Jones shot the film in a grainy black & white that is a nice touch, but it would have been a good idea if he introduced a little color into the film especially in the concert footage. That is just a minor quibble as I Am Trying To Break Your Heart is a first rate documentary that is a must for any Wilco fan. The bonus disk has numerous outtakes as well as an uncut version of the solo performance in San Francisco by Mr. Tweedy that is featured in the film.
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14 of 16 people found the following review helpful:
4.0 out of 5 stars Best music documentary I've seen in a long time, September 3, 2002
By 
C. Carrigan (Chicago, IL, USA) - See all my reviews
(REAL NAME)   
I was aware of Wilco when I went to see this movie, but not a huge fan. I couldn't have told you the name of their albums or any of the members of the band - just that I had heard a song or two and like it.
That is the beauty of this film, it is just good whether you are a Wilco fan or not (but you probably will be by the end of the movie). What was supposed to be a "making of" for the band's latest album - yankee foxtrot hotel - turned into an insightful examination of the music industry today. Wilco had enjoyed moderate success and was allowed much more freedom than most in the recording of Yankee Foxtrot. When the record company heard the album, they wanted some changes made. Eventually, they dropped Wilco and gave them back their album.
What you see in this movie is the commercialism of the music industry- which is a necessary part of the industry- fighting with the artistic integrity of making music that means something to you and not compromising (sp?) that. The music industry has to balance artistic integrity and market savvy, however the industry is currently over focused on the commercial and financial side of things.
The movie shows a band that keeps its vision in sight and stays true to their music, and, ultimately, winds up victorious.
I would highly recommend this movie to any music fan.
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6 of 6 people found the following review helpful:
5.0 out of 5 stars A beautifully photographed documentary about a seminal rock band, August 28, 2005
For some reason that I can't understand, for over three years I've known about this documentary, knew it was highly regarded, and loved the ablum YANKEE HOTEL FOXTROT, and yet did not see this until recently. Now that I've seen it, I'm more perplexed than ever as to why I didn't. For one thing, it is a Chicago film, where I live, and might be a neighborhood film (I think their loft is a few blocks from where I live).

There are three things that make this a marvelous film. First, it is great to look at. Photographer Sam Jones made his film debut making this, and it is obvious throughout that it was made by someone with a great eye. He frames his subjects with care, and he also shows great sensitivity in filming the city. Forget all those feature films shot in Chicago: this is what Chicago really looks like, from the early shots along Lake Shore Drive to the ending shot with the guys walking along the lake beside Adler Planetarium (though the latter is not shown), this is the real Chicago. The second reason the documentary shines is the sound. The band sounds great every time you hear them, whether just jerking around or rehearsing or performing on stage or recording in their loft. You can hear why they are a great band from beginning to end. Some documentaries manage to botch the live sound, but in performances here the band is sharp and compelling. The third reason it is a great film is the story, which certainly couldn't have been anticipated at the outset. Jeff Tweedy had been critics' darling from his days as co-leader of Uncle Tupelo (the other co-leader, Jay Farrer, formed Son Volt while Tweedy formed Wilco), and there was a sense that their upcoming album was going to break new ground. The result was an album that was sparer and more minimalistic than previous efforts. Heavily rhythmic, yet allowing silences and spaces where other performers would succumb to the temptation to fill everything with sounds, the songs on the album often seem to contain the minimum amount of embellishment to achieve the desired effect. Although the album would go on to tremendous critical acclaim (it would named the #1 album of 2002 in the prestigious Village Voice Pazz and Jop Poll, which is more impressive than any Grammy award since it is a poll conducted with literally hundreds of top music critics), the record label was underwhelmed, and fired Wilco after the band refused to rerecord parts to make it more commercial. The irony is that after the underground buzz built about the album, they managed to resell the album for a different Time-Warner subsidiary for three times the amount Warners-Reprise originally spent in having it made.

Apart from the immense entertainment value of the film the documentary raises anew an issue that continually arises these days when downloading and file sharing are restructing the entire industry: What is the point of record companies? They obviously are not crucial in maintaining the artistic integrity of the music nor are they key in developing talent. Nor do they make the individual bands much money. I heard another Chicago musician, Billy Corgan, on local NPR state that even his Smashing Pumpkins made very little money off album sales. It is the rare band that doesn't make the vast bulk of its income from live performances. Essentially, record companies continue to provide only two services: PR and record distribution. My own belief is that record companies are entities that have largely become irrelevant. Their demise would necessitate some new arrangement of how music is distributed and promoted--i.e., if a great new band records killer music, how will I hear about it--but I think there is a very good chance that in a couple of decades that record companies as we have known them will have largely ceased to exist. And good riddance.

I'm sure most people who are serious fans of contemporary music have already seen this. But if there are a few unfortunates such as I was myself until recently, this truly is on the short list of must-see rock documentaries. If you haven't seen it, see it now.
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