I Am Trying to Break Your Heart: A Film About Wilco 21 years old

A documentary by photographer Sam Jones documenting American rock band Wilco recording their fourth album Yankee Hotel Foxtrot. Originally intended as a showcase of the band's creative process, the film crew catches unexpected complications between the band and its record label and problems among the band members themselves.

Credits

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

Name	Character
Fred Armisen He was 35, now 57 years old	as Himself
Jeff Tweedy He was 34, now 56 years old	as Himself
Wes Orshoski	as Himself

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

Name	Department
Sam Jones as Director. He was 19 (now 40) years old	Directing