 Born in King Street, Spanish Town, Bennett gradually built up a criminal empire through murder and extortion whose assets included eighty motor vehicles and heavy equipment used in construction and hauling industries throughout Jamaica.A member of the Clansmen, authorities believe he gained leadership through the murder of then leader Derrick "Puppy String" Eccleston on 12 May 1993.During the early 1990s, he led the gang against their rivals the One Order Gang resulting in numerous gangland shootings and other violence in Spanish Town.