Dick Weissman was born in Philadelphia, where he began piano lessons at the age of seven. His musical career was interrupted by a teenage career as a semi-professional ping pong player. Following the advice in Pete Seeger's banjo book, Dick bought a five string banjo at a pawn shop in the skid row section of town, abandoning it when he couldn't figure out how to tune it without breaking strings. While attending Goddard College in Vermont, Dick met Lil Blos, who offered to teach him how to play the banjo.

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