Exile in Guyville, her gold-selling debut album, was enthusiastically praised upon its 1993 release, and spawned a rash of imitators during the following years, particularly American female singer/songwriters. For her part, Phair wasn't able to fully break into the mainstream, even with the support of the press and MTV. Whip-Smart, her second album, was heavily promoted upon its 1994 release, yet despite its relatively strong chart positions, it was viewed as a disappointment, and Phair's momentum declined steadily during the mid-'90s, as she took several years to record her third album.

Phair was born on April 17, 1967, in New Haven, CT. She was adopted by wealthy parents who raised her in the Chicago suburb Winnetka and later send her to Oberlin College in Ohio, where she studied art. At Oberlin, she became fascinated with underground indie rock and eventually became friends with guitarist Chris Brokaw, who would later join the alt-rock outfit Come. Following their college graduation, Phair and Brokaw both moved to San Francisco, where she tried to become an artist.

Eventually, Brokaw moved out east and Phair headed back to Chicago, where she began writing songs in earnest. She also started releasing homemade tapes of these songs under the name Girlysound. While she supported herself by selling her charcoal drawings on the streets of Wicker Park, she became entrenched in various portions of the Chicago alternative music scene; in particular, she struck up friendships with Urge Overkill, a drummer named Brad Wood, and John Henderson, the head of the Chicago-based indie label Feel Good All Over. Henderson and Phair tried to re-record some of the Girlysound tapes with Wood, yet the pair had a falling out during the sessions, leaving Wood as Phair's only collaborator. Brokaw, who had by then joined Come, was still receiving Girlysound tapes, and he eventually gave a copy to Gerard Cosley, the head of Come's record label, Matador. By the summer of 1992, Matador had signed Phair and she began recording her debut album in earnest.

Adapting its title from an Urge Overkill song, Exile in Guyville was released to strong reviews in the summer of 1993. Many articles focused on Phair's claim that the double album was structured as a response to the Rolling Stones' classic Exile on Main St. Over the course of the year, the record slowly built a dedicated following in America, both among critics and alternative rock fans. At the end of the year, it topped many Best of the Year critics polls, including The Village Voice and Spin. With all the attention focused on Phair, many indie rock figures -- particularly members of the Chicago noise rock scene like Steve Albini -- were developing a resentment toward her and launching an attack at the singer and the heavy media attention Exile in Guyville received. The criticism couldn't halt Phair's progress, though, and in early 1994 she launched her first tour, which was plagued by her stage fright. Around the same time, MTV began airing "Never Said" and, as a result of all the hype, the album briefly appeared in the charts in February. By the spring of 1994 it had sold over 200,000 copies -- a remarkable number for an independent release. It eventually sold over 500,000.

By that time, Phair had begun work on her follow-up record. Matador had signed a distribution deal with Atlantic Records in 1994, and her second album was going to be one of the first to be heavily promoted by the alliance. Indeed, Whip-Smart was released to a whirlwind of media attention -- including Phair, dressed only in negligee, on the cover of Rolling Stone -- and debuted at number 27 upon its fall 1994 release. "Supernova," the first single from the album, received heavy airplay on MTV and alternative rock radio, becoming a Top Ten modern rock hit. However, Whip-Smart received mediocre reviews and never developed into the hit that it was expected to be, although it still went gold. Phair didn't tour to support the album and was slow to deliver a second single. By the time the title track was released as a single in the spring of 1995, the album had disappeared from the charts.

Phair quietly retreated from the spotlight during 1995, marrying Jim Staskausas, a Chicago-based film editor who had previously worked on Phair's videos. Later that summer, she released the Juvenilia EP, which was essentially the "Jealousy" single amplified with the first official release of Girlysound material. During the summer of 1996, she released "Rocket Boy," a single pulled from the Stealing Beauty soundtrack that received little attention. For much of 1996, Phair worked on her third album with producer Scott Litt, but she remained unsatisfied with their sound and had officially scrapped the sessions by the time fall came around. Toward the end of 1996, Staskausas and Phair announced she was several months pregnant. On December 21, 1996, Phair gave birth to her first child, James Nicholas Staskausas. Her long-delayed, much-anticipated third LP, whitechocolatespaceegg, finally appeared in mid-1998.

Five years later, Phair returned with a controversial self-titled album. Liz Phair, which appeared in June 2003, and found her working with singer/songwriter Michael Penn and the Matrix, the latter of whom had risen to prominence in the pop world by launching artists like Avril Lavigne. Jimmy Chamberlin, Wendy Melvoin, and Pete Yorn also contributed to Phair's newly slick sound. When Liz Phair appeared, though, it was panned by purist rock critics and militant Liz nerds who felt she'd sold them out with the record's pop star sensibilities. Phair stood up for her work in typically brash fashion -- at times, it seemed like she even invited the fan boy ridicule -- and the album was a decent hit, with the leadoff single "Why Can't I" peaking at number 27 on the Billboard charts. Another album, Somebody's Miracle, appeared in fall 2005, but its relatively soft sound resulted in the slowest sales of Phair's career.

After reissuing Exile in Guyville in 2008, Phair began working on a number of offbeat, highly unconventional songs, many of which dealt with her recent departure from Capitol Records. Tired of working with record labels, she chose to release the material herself. Funstyle was appropriately released on her own website in July 2010, with the bhangra-influenced "Bollywood" becoming the album's first single; a physical release of Funstyle, paired with an EP of Girlysound demos, appeared in the fall. ~ Stephen Thomas Erlewine