After Osborne was drawn in the early 1990s to New York, she founded her own record label called Womanly Hips, which released several independent recordings. Their first album for a major label was called Relish, and was released in 1995 with Mercury Records. The world's successful single, One Of Us ( Eric Bazilian, guitarist and songwriter of the folk-rock band The Hooters Philadelphia ) also gave the album a good sales figures, which, however, was oriented in contrast to the more -sounding pop hit more toward country, blues and folk. The following singles Right Hand Man and St. Teresa were then compared rather smaller hits.
Their second studio album was Righteous Love 2000, because of his delay a commercial failure, which quickly disappeared from the charts.
Osborne came in 2002 in the film Standing in the Shadows of Motown, and toured with the legendary Motown studio band The Funk Brothers. In 2003, she accompanied the Dixie Chicks on their U.S. tour, appeared as a singer in the jam - rockers The Dead (formerly the Grateful Dead ) and released her third album, How Sweet It Is, a collection of classic rock and soul covers.
Osborne's 2012 released album Bring It On Home was nominated in 2013 in the category Best Blues Album at the Grammy Awards.