The Top 25 Music DVDs of All Time

11. I Am Trying to Break Your Heart: A Film About Wilco (Plexifilm)

Magazine photographer and novice documentarian Sam Jones stumbled on a powder keg of drama when he filmed Wilco as they recorded their fourth album: Singer Jeff Tweedy and multi-instrumentalist Jay Bennett clash. Reprise Records refuses to release the experimental but tuneful Yankee Hotel Foxtrot and drops the band. Bennett gets fired. Wilco then sign with another label and achieve their greatest success with a previously rejected record.

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