Jay Bennett

Immediately after his death, a friend of Bennett's posted a blog through the musician's MySpace account, saying that Bennett had "been in a really good place these last few years." The post also revealed that he had been looking forward to engineering an unreleased Titanic Love Affair album, another album with Edward Burch titled The Palace at 4AM Part II, and that he had recently enrolled in graduate school classes at the University of Illinois. The post ended by encouraging fans to engage in some of Bennett's favorite activities: "listen to a Nick Lowe album, watch some MythBusters on Discovery, play Warren Zevon’s "Roland the Headless Thompson Gunner," rent Pay It Forward (one of his favorite movies), write a song with the TV on and the sound off," and focus on Bennett's loving spirit.

After leaving Wilco, Bennett released five solo albums. The first, entitled The Palace at 4 a.m., was a collaboration with Champaign musician Edward Burch. 2004's Bigger Than Blue was a more stripped-down set of personal songs. In the same year he released The Beloved Enemy, which saw Bennett exploring his personal turmoil in even more intimate detail. The Magnificent Defeat was released by Ryko Records in September 2006. He released Whatever Happened I Apologize in November 2008 on rockproper.com. Bennett had been working on a sixth record, titled Kicking at the Perfumed Air. It was released posthumously for free on May 24, 2010 on the Jay Bennett Foundation's website.

Bennett's final album, Kicking at the Perfumed Air, was released on July 10, 2010, through The Jay Bennett Foundation. It was made available free of charge, with a suggested donation.

In May 2009, Bennett sued Wilco frontman Jeff Tweedy for breach of contract stemming from his work for Wilco. The suit came less than two weeks after Bennett publicly revealed that he needed hip replacement surgery which he could not afford due to his health insurance considering the situation a "pre-existing condition."

On May 24, 2009 Bennett died unexpectedly in his sleep. On the weekend of his death, members of Titanic Love Affair and fellow bands and friends from its heyday had descended on Champaign-Urbana for a "Play or Pose Reunion" at which Bennett was expected to perform. When Bennett failed to show up for festivities, they posted a picture on the "Play or Pose" website, brandishing a placard reading "Jay Bennett, we're here, where are you?"

In addition to his popularity in Wilco and as a solo performer, Bennett also played on albums by Sheryl Crow, Allison Moorer, Sherry Rich and Billy Joe Shaver, produced Michelle Anthony's 2004 release, "Stand Fall Repeat," West of Rome's 2005 release, "Drunk Tank Decoy," and Blues Traveler's 2005 release, ¡Bastardos! and mixed the album Double Barrel by Chicago country-rock band Old No. 8.

From 1994 through 2001 Bennett was a member of Wilco. Conflicts between front man Jeff Tweedy and Bennett that would contribute to Bennett's split with Wilco are visible in the Sam Jones film I Am Trying to Break Your Heart: A Film About Wilco. Although Bennett sought to act as both mixer and engineer for Yankee Hotel Foxtrot, Tweedy was unsure of Bennett's abilities against those of producer Jim O'Rourke. Bennett claimed he "tried to stay away from the mixing, having been reminded that Jim didn't like a lot of folks around when he was mixing." Tweedy and Bennett frequently argued over whether the album should be accessible to a general listener, or attempt to cover new musical ground. Unbeknownst to Bennett, Tweedy invited O'Rourke to remix "I Am Trying to Break Your Heart", and the results impressed the other band members — even Bennett. Tensions grew between Bennett and O'Rourke because Bennett wanted to play a more integral role regarding the mixing of the album. O'Rourke cut the contributions of other members on several of the songs; some songs, such as "Poor Places", only featured the Loose Fur trio of Tweedy, O'Rourke and Wilco drummer Glenn Kotche. (Bennett claimed he contributed organ, guitars, and the "Noiz section" to "Poor Places.") The album was completed in 2001, and Bennett was dismissed from the band immediately afterwards.

Bennett was a founding member of Titanic Love Affair. The band recorded three albums in the 1990s: Titanic Love Affair (1991), No Charisma (1992), and Their Titanic Majesty's Request (1996). He also played guitar with Steve Pride and His Blood Kin and Gator Alley.

Nearing a master's degree in education at the University of Illinois, Bennett became a classroom teacher at Urbana Junior High, first as a substitute in 1985. Bennett was a full-time middle-school math teacher in 1986 at the then redesignated Urbana Middle School. He also worked for several years as an electronics technician for a local audio-video repair store.

Jay Walter Bennett (November 15, 1963 – May 24, 2009) was an American multi-instrumentalist, engineer, producer, and singer-songwriter, best known as a member of the band Wilco from 1994 to 2001.

Jay Bennett was born November 15, 1963 in Rolling Meadows, Illinois, a suburb northwest of Chicago.