166. Sheryl Crow

Long before she was a roots rock sensation, Sheryl Crow honed her skills by singing backup for Don Henley and Michael Jackson and jamming with other L.A.-based musicians in the Tuesday Night Music Club. But by the time her catchy single "All I Wanna Do" stormed the radio and earned her three Grammys in '94, it was clear she'd make it as a solo singer/songwriter. VH1 takes an intimate look into the personal life of the guitar-slinging storyteller, tracing her struggles, setbacks and successes.