Wilson's earliest formal musical education consisted of classical lessons; she studied piano from the age of six to thirteen and played clarinet in the middle school concert and marching bands. When she was tired of this training, she asked her father to teach her the guitar. Instead, he gave her a lesson in self-reliance, suggesting she study Mel Bay method books. Wilson explored guitar on her own, developing what she has described as an "intuitive" approach. During this time she began writing her own songs, adopting a folk style. She also appeared in the musical theater productions, including "The Wizard of Oz" as Dorothy, crossing racial lines in a recently desegregated school system.