Being born and raised in San Francisco and spending nearly twenty years in New England has drawn from Clegg passionate music about life, soul, injustice, love. With guitar (6- and 12-string, steel), piano, fiddle, mandolin, and accordion, WUMB Radio in Boston says Clegg is "intense and sincere. His singing, especially, comes from so deep down..." The Boston Globe calls Clegg "an adept multi-instrumentalist" with "just plain good music, performed well and without gimmicks."