Sheryl Crow vs Susanna Hoffs (with Britt Aylen)

Sheryl Crow's appearance on the Late Show with David Letterman in 1994 should have been a dream come true. She had spent years grinding out a career as a musician, playing the beer soaked bandstands of the American midwest night after night, even after a collision with a waitress knocked out her two front teeth. She had been a back up singer for Michael Jackson, dealt with crippling depression and had several demos rejected by record labels.

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