The Wilco documentary I Am Trying To Break Your Heart is one of the most inspirational films I’ve seen. Wilco lover or not, this film will hit home. Much of the film centers around the relationship between Bennett and Tweedy as bandmates, friends, and two musical genius’ trying to find a place in the unit known as Wilco. The tracks below show that even Wilco’s “easy rockers”can be as beautiful and honest as “Ashes of American Flags”. RIP Jay Bennett.
Jeff Tweedy & Jay Bennett - "Via Chicago"
Jeff Tweedy & Jay Bennett - "I Got You (At the End of the Century)"
Jeff Tweedy & Jay Bennett - "I'm Always in Love"
Jeff Tweedy & Jay Bennett - "Summer Teeth"
Jeff Tweedy & Jay Bennett - "Casino Queen"
Jeff Tweedy & Jay Bennett - "California Stars"


