Jay Bennett (1963-2009) was a member of Titanic Love Affair, named after a Billy Bragg lyric. After that band's demise, Bennett was invited to join Wilco as a lead guitarist. He was instrumental (pun intended) in their critically acclaimed albums Being There, Mermaid Avenue Volumes 1 & 2 with Billy Bragg, Summerteeth, and Yankee Hotel Foxtrot. He helped transform Wilco's sound with the addition of keyboards on Being There and later with his general studio wizardry on Summerteeth and YHF. He was asked to leave the band not long after the YHF recordings.

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