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In the early 1940s he played with Alberto Socarras, Red Allen, Willie "The Lion" Smith before assembling his own band in 1942, which at times included Hot Lips Page and Art Hodes.
Wakefield is known for his collaborations with a number of important and well-known bands, including Red Allen, Don Reno, Jerry Garcia, David Grisman and the Greenbriar Boys.
Greer continued to play, mainly as a free-lance drummer, working with musicians such as Johnny Hodges, Red Allen, J. C. Higginbotham, Tyree Glenn, and Brooks Kerr, as well as appearing in films, and briefly leading his own band.