Hickman is best known for co-founding the band Cracker, in which he is the lead guitarist, occasional vocalist and a co-songwriter. In 2005 he released his first solo album, Palmhenge. Additionally, Hickman was a member of the 1980's band The Unforgiven, and had earlier briefly teamed up with future Cracker bandmate David Lowery in a pre-Camper Van Beethoven outfit known as the Estonian Gauchos. Occasionally, Hickman ventures away from solo work and Cracker to spearhead side projects, such as All Thumbs Trio (with moe.
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