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BiographyIn 1963 he joined with Ernest Wilson and Peter Austin to form The Clarendonians, and began to record for the Studio One label.
He was only seven years old at the time and was known as 'Little Freddie'.
McGregor worked with producer Niney the Observer during the late 1970s and early 1980s.McGregor converted to Rastafari in 1975.
He is a member of the Twelve Tribes organization.His popularity soared in the early 1980s with the release of "Bobby Bobylon".
Other popular hits of McGregor's include "Big Ship", "Push Comes to Shove", "Just Don't Want to Be Lonely" and "I Was Born a Winner"; as well as cover versions of many early reggae standards.
He has also worked with producers Junjo Lawes, Linval Thompson, and Gussie Clarke.
McGregor has also toured extensively for many years.
He secured a licensing agreement with RAS Records in U.S.
and released Come On Over in 1983 and in 1989, he inaugurated his own Big Ship label.McGregor's albums in the 200s were Signature and Anything for You, which received a Grammy nomination.He established the Big Ship Recording Studio, and has produced many artists including Luciano and Mikey Spice.One of McGregor's three sons, Stephen "Di Genius" McGregor, is a dancehall record producer.In a 2011 interview, he expressed concern that many veteran artists, including himself, struggled for local radio play of their newer material, which he felt may be "lost" over time as a result.His album Di Captain, released in August 2012, features Etana and Gappy Ranks.In 2013 he received a Marcus Garvey Lifetime Achievement Award from the Institute of Caribbean Studies.