In 1997 she released the album 'So Long So Wrong' and won the Grammy for Best Bluegrass Album. This album was probably best known for the track "It Doesn't Matter," which was featured in the second season premiere episode of Buffy the Vampire Slayer and was included on the Buffy soundtrack in 1999.
'Forget About It', released in 1999 included her only track to appear on the Billboard adult contemporary chart, "Stay." The album went to gold, and charted 60 of the Billboard 200 and 5 of the country chart. Again a track "That Kind of Love" was included in another episode of Buffy the Vampire Slayer.
'New Favorite', was released in 2001. The album wone the Grammy for Best Bluegrass Album, with the single "The Lucky One" winning a Grammy as well. It was followed by a double platinum double album 'Live in 2002' recorded during a performance at The Louisville Palace and the release of a DVD of the same live performance in 2003.