Related Information for Maestro Maestro (born Wesley Williams in 1968) is a Canadian hip-hop musician from Toronto. Previously known as Maestro Fresh Wes before shortening his name to Maestro in the late 1990s, he was in 1989 the first Canadian rapper to have a Top 40 hit, "Let Your Backbone Slide". As of 2005, in fact, "Let Your Backbone Slide" remains the best-selling Canadian hip hop single of all time.After his 1991 album, The Black Tie Affair, Maestro's career faltered.. read more