Before going solo, Charlie Robison was in the bands Chaparral, Millionaire Playboys, and Two Hoots and a Holler. At one point, Robison was on Warner Brothers, but apparently did not see eye to eye about his musical career there and left to release some albums on his own. Among his releases was a live disc also featuring brother Bruce and Jack Ingram that was put out by Sony's Lucky Dog label. He then went to Dualtone Records. Robison was a judge on the first season of the TV singing competition Nashville Star.

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