History and Studio Recordings
To date Sobule has released seven studio albums of original songs, three EPs, and a greatest hits compilation album. Sobule's output also includes original songs available only via the Internet, a cover of Robert Earl Keen's Christmas novelty track "Merry Christmas from the Family," and a version of the late Warren Zevon's "Don't Let Us Get Sick" included on both Sobule's acoustic album and on a posthumous Zevon tribute record. Though Sobule remains more of an underground artist, playing for fans across the United States in smaller, more personal settings, her albums are frequently critically acclaimed and her music industry supporters include Todd Rundgren, Tom Morello, Steve Earle, Richard Barone, and Eagles member Don Henley.
Sobule's debut album Things Here Are Different was released in 1990. Though produced by pop legend Todd Rundgren, the album failed to sell. During this period a follow-up record was produced by British New Wave rocker Joe Jackson (for whom she opened during 1991) but Sobule was dropped from her label and the second record was never released. It was five years before Sobule landed another recording contract.
Her 1995 album Jill Sobule established Sobule as part of a short-lived but fruitful mid-90s movement of female singer-songwriters that included such artists as Lisa Loeb, Juliana Hatfield and Alanis Morissette. The album contains Sobule's best-known composition "I Kissed a Girl", a story-song about a lesbian flirtation between two suburban girlfriends which became an unlikely radio success thanks in part to a comedic music video featuring beefcake male model Fabio. "Supermodel" (sample lyric: "I didn't eat yesterday... and I'm not gonna eat today... and I'm not gonna eat tomorrow... 'Cause I'm gonna be a supermodel") managed to both send up and celebrate American teenage lifestyles, and became well known after its inclusion in 1995's hit teen comedy film Clueless.
The Jill Sobule album seemed to establish Sobule's commercial prospects, but her third album slowed that momentum while setting what has so far been the musical and production patterns for the rest of her career. 1997's Happy Town featured Sobule's most elaborate pop productions to date and contains songs about an eclectic range of topics including reactionary Christianity ("Soldiers of Christ"), the negative impact of anti-depressant medication on the libido ("Happy Town") and what is either the only track ever recorded that uses Anne Frank's enforced Nazi-era hibernation as the metaphor for a love song or the only song about Anne Frank that couches her life and death in the terms of a tussle over loyalty between two lovers ("Attic"). Though embraced by record reviewers from publications as diverse as the Advocate and Entertainment Weekly, Happy Town sold poorly, simultaneously solidifying Sobule's critical reputation while stalling her commercial momentum.
The 2000 record Pink Pearl may be Sobule's most characteristic set. Anchored by the female character studies "Lucy at the Gym" (about an anorexic exercise addict), "Claire" (about an aging lesbian aviator succumbing to Alzheimer's disease) and "Mary Kay" about Mary Kay Letourneau, the notorious real-life schoolteacher who became impregnated and imprisoned as the result of an affair with a 13-year-old male student, whom she married when he reached the age of consent. Pink Pearl also contains some of Sobule's most directly confessional songwriting, especially the atheist's prayer "Somewhere in New Mexico" and the insomniac's lullaby "Rock Me To Sleep". Henley contributed a promotional quotation to the ad campaign for the album and selected Sobule to open for him during his solo tour that year.
In 2004, Sobule self-released an independent album of demo-quality acoustic tracks entitled The Folk Years 2003–2003. In addition to some of her rarer compositions and several tracks that would later receive fuller arrangements on Sobule's next major-label release, Sobule performed offbeat cover versions of such standards as the old Doris Day theme song "Que Sera Sera" and "Sunrise/Sunset" from the Broadway musical Fiddler on the Roof.
2004's more elaborately recorded Underdog Victorious was one of the last albums distributed by legendary personal manager and media entrepreneur Danny Goldberg's now-defunct Artemis Records. The album is a representative selection that alternates between self-portraiture and ironic story songs. Here Sobule comments on her own unconventional show business career (the bittersweet "Freshman") as well as the tragicomic arc of go-go dancing 60s icon Joey Heatherton ("Joey") alongside whimsical autobiographical songs ("Cinnamon Park" and "Strawberry Gloss") and more politicized tracks dealing with issues related to adolescent homosexuality ("Underdog Victorious" and the humorous "Under the Disco Ball") and even sexual slavery ("Tel Aviv," sung in the voice of a girl forced into prostitution after going overseas for a waitressing job "in the Promised Land"). Sobule's niche as one of the more empathetic satirists working in popular song is encapsulated by her "tribute" to Heatherton, which gets a lot of comedic mileage out of the garish shallowness of Heatherton's story but with a chorus that finds Sobule singing "All she ever wanted was your love and affection/Isn't that the same thing that we all want?" before ending with the words "You can sleep at my house if you want to, Joey."
The liquidation of Artemis Records led Sobule to extend her experiments with online music distribution and to relocate from New York City to Los Angeles, where she has continued to write and perform prolifically and to compose original music for television, including for the popular Nickelodeon series Unfabulous.
In mid-January 2008, Sobule launched a website, jillsnextrecord.com, which sought to raise $75,000 through fan donations in order to produce, manufacture, distribute and promote an upcoming studio album. In exchange for their donations, Sobule offered her patrons an assortment of gifts with values commensurate with the amount of the donation. These gifts ranged from a free download of the album upon its release ($10) to the opportunity to attend a recording session and sing on the record ($10,000). On March 8, 2008, 53 days after the public launch of the site, Sobule reached her target through donations from over 500 people in 44 U.S. states, the District of Columbia, and eleven foreign countries. The subsequent album, California Years, was released on April 14, 2009 on Sobule's own label, Pinko Records. Produced by Don Was, it is a song cycle reflecting Sobule's personal and professional experiences after relocating from New York to Los Angeles, and containing humorous and poignant observations about the people, geography and popular culture of the West.
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