74. Lee Ann Womack
"I Hope You Dance" will forever be the song that casual fans will associate with Lee Ann Womack, but there's a lot more to the Texas native than that adult contemporary crossover hit. She got her footing in Nashville as a songwriter during the Nineties, including writing Ricky Skaggs' "I Don't Remember Forgetting." Her self-titled debut followed in 1997, spawning her first hit, "The Fool," but that was nothing compared to the success of "I Hope You Dance" three years later. Womack would never reach those heights again, which may be just as well, as she's since returned to her more traditionalist roots on The Way I'm Livin' in 2014. "I'm more drawn to songs written at 2 a.m. on the back of the bus than I am the songs written by four or five people at a 10 a.m. appointment," she told Rolling Stone at the time. J.G.
Key Tracks: "The Fool," "I Hope You Dance," "I May Hate Myself in the Morning"