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The album that broke a band, rebuilt it, and redefined indie rock forever.
TMDB
75
IMDb
74
Rotten Tomatoes
90
Google
90

I Am Trying to Break Your Heart: A Film About Wilco (2002)

fly-on-the-wall chaoscreative meltdownunderdog triumph

Overview

DocumentaryMusic

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.

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Content warning

Standout Aspects

Direction

Sam Jones captures lightning in a bottle—no script, just fate.

Writing

The drama writes itself: corporate villainy, band divorce, masterpiece born.

Best for:Solo: Late night with headphones, preferably after your own creative crisis.·Rewatch: Once you know the album by heart, it hits different.
Heads up:Drug Use: Jeff Tweedy's painkiller dependency is discussed openly.
Sam Jones

Director

Sam Jones

ReleasedJun 21, 2002
Runtime1h 32m
StatusReleased

Vibe

Pacesteady
Intensitymedium
Tonemixed
Feelmedium

Top Cast

Jeff Tweedy

Jeff Tweedy

Self

Jay Bennett

Jay Bennett

Self

Fred Armisen

Fred Armisen

Self

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

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Deep Dive

Trivia, insights & behind the scenes

Trivia

Warner/Reprise dropped Wilco for being 'uncommercial,' then the album became their biggest seller after Nonesuch—also owned by Warner—bought it back for less than the original deal.

Cultural

The film helped cement the 'sad dad rock' archetype and made Wilco the patron saints of artistic stubbornness in the streaming era.

YouTube

Wilco- I'm Trying to Break Your Heart Trailer

Wilco- I'm Trying to Break Your Heart Trailer

Gallery

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