Solo Work
Westerberg's first official work appeared in the form of two songs, "Waiting For Somebody" and "Dyslexic Heart," for the soundtrack to the 1992 Cameron Crowe film Singles, for which he is also credited with composing and performing the score. The following year Reprise Records released his first solo album, 14 Songs. During the interim between solo albums, Westerberg songs appeared on Melrose Place ("A Star Is Bored") and Friends (his cover of Jonathan Edwards' "Sunshine" and "Stain Yer Blood") television soundtracks, in 1994 and 1995 respectively. In 2007, "Dyslexic Heart" was used in Smart People movie trailer, a selection made by music supervisor Serena Undercofler.
Westerberg co-wrote the song "Backlash" with Joan Jett for her 1991 album Notorious, and played guitar with her on a video of the song. He also recorded a duet with Jett ("Let's Do It") for the Tank Girl soundtrack (1994).
In 1996, he released his second solo album, the appropriately titled Eventually, which was tepidly received by critics and had modest sales. It did yield the alternative radio hit, "Love Untold". Westerberg parted ways with Reprise Records and the following year chose to release songs that were more blues-influenced and less slickly produced under the name Grandpaboy. An EP and single were released by indie label Soundproof/Monolyth Records. His third album, Suicaine Gratifaction, is a piano-driven, melancholy, and highly personal work. The album was released on Capitol Records in 1999. The label was undergoing reorganization, and failed to push the album. Westerberg appeared on a fifth season episode of The Larry Sanders Show (entitled "Larry's New Love") performing "Ain't Got Me" from Eventually. The episode first aired on February 26, 1997. Westerberg also performed the song that same year on The Tonight Show hosted by Jay Leno.
Westerberg then quit the major label circuit and disappeared for three years before staging a major comeback in 2002. With new management and a new independent label, Vagrant Records, he released two records simultaneously, Stereo and Mono (Mono being released under his alter ego Grandpaboy). Stereo and Mono were recorded in Westerberg's basement studio. They were acclaimed as his best works since the Replacements, and Westerberg became increasingly prolific, releasing Dead Man Shake (as Grandpaboy), Come Feel Me Tremble, and Folker all within the next two years to critical success.
Westerberg contributed a cover of The Beatles' "Nowhere Man" for the 2002 soundtrack to the 2001 film I Am Sam. Additionally, "Lookin' Up in Heaven" appears on the Starbucks sampler Hear Music, Vol. 10: Reveal, "Outta My System" can be found on Hot Stove, Cool Music, Vol. 1, and the Vagrant Records sampler Another Year on the Streets, Vol. 3 features "As Far As I Know." All three compilations were released in 2004.
In December 2005, Westerberg reconvened with Tommy Stinson and Chris Mars to record two new songs for a compilation titled Don't You Know Who I Think I Was? - The Best of the Replacements, which was released in 2006.
In 2006, Westerberg took on the challenge of writing a collection of songs for the animated film Open Season. In all, the soundtrack includes eight new Westerberg originals. It is unique in that two of the songs were covered by other artists. The track "Wild As I Wanna Be" is performed by Deathray, whereas Pete Yorn performs "I Belong (Reprise)." In addition, Tommy Stinson is featured playing bass on the songs "Love You In the Fall" and "Right to Arm Bears." The soundtrack also includes the song "Good Day" from Westerberg's solo album Eventually. The album is rounded out by two non-Westerberg originals, Deathray's own "I Wanna Lose Control (Uh Oh)" and the Talking Heads' 1986 hit "Wild Wild Life."
Seen on stage playing a First Act production model guitar, Westerberg joined creative forces with the Boston-based guitar manufacturer to create his signature edition PW580 in September 2006. Built with a red plaid pickguard, the guitar was designed to be "mean and lean".
On July 17, 2008 it was announced that on "June 49" (July 19) Paul Westerberg would release an album with 49 minutes' worth of music for 49 cents. The album, 49:00... Of Your Time/Life, was released on July 21, 2008. A few weeks after 49:00 was released, it was taken down from Amazon.com and TuneCore store. In its place, Westerberg released a song titled "5:05" (in reference to the fact that 49:00 was really 43:55 long, 5:05 shorter than 49:00). From the lyrical content of "5:05," it is believed that 49:00 was recalled due to copyright issues in the ending cover medley.
On August 27, 2008, Westerberg released two new songs, "3oclockreep" and "Finally Here Once", on TuneCore. On September 13, 2008, another new song "Bored of Edukation" was released as an MP3 download on Amazon.com. On December 24, 2008, Westerberg released three songs; "Always in a Manger", "Streets of Laredo", and "D.G.T." on tunecore.com for $0.74. On September 22, 2009, Westerberg released an EP titled PW & The Ghost Gloves Cat Wing Joy Boys with six songs: "Ghost On The Canvas," "Drop Them Gloves," "Good As The Cat," "Love On The Wing," "Gimmie Little Joy," and "Dangerous Boys".
Upon Alex Chilton's death in March 2010, Westerberg wrote a eulogy for one of his biggest influences that appeared in The New York Times. In May 2010, he played "Dangerous Boys" and "Time Flies Tomorrow" standing on the visitors' dugout at Target Field for the documentary, 40 Nights of Rock & Roll. Westerberg appeared in the video for the title track of Glen Campbell's 2011 farewell to studio recording, a cover of "Ghost on the Canvas" (which Westerberg wrote in 2009).
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