Cashdollar received five Grammy awards while playing for eight years with Asleep at the Wheel, and has also backed such noted performers as Bob Dylan, Leon Redbone, Redd Volkaert, Carla Olson and Ryan Adams as a member of his band The Cardinals.

[5][6] She authored a series of instructional videos on her instruments and released her first solo album, Slide Show, in 2004.

During the fall of 2004 she was a member of Ryan Adams's band The Cardinals playing the steel guitar live on stage.

[9][10][11][12] In 2006, she toured with Van Morrison promoting his country and western album, Pay the Devil.

Cashdollar plays steel guitar on two of the tracks on Morrison's March 2008 studio album, Keep It Simple.