After the Skatalites split, Mittoo began a solo career, scoring a major hit with his rendition of the Heptones "Fatty Fatty." The instrumental smash "Ram Jam" followed in 1967, and resulted in a series of instrumental LPs, among them In London, Evening Time, Keep On Dancing, Now and Macka Fat. At the same time, Mittoo continued his relentless pace at Studio One -- according to the terms of his basic arrangment with Dodd, he received payment upon delivering five new rhythms a week, which over the years resulted in literally thousands of compositions which he both produced and arranged. Among Mittoo's greatest contributions of the mid-to-late 1960s were "Darker Shade of Black" (the basis for Frankie Paul's "Pass the Tu Sheng Peng"), Freddie McGregor's "Bobby Babylon," Alton Ellis' "I'm Still in Love with You," the Cables' rock steady anthem "Baby Why" and "Feel Like Jumping," Marcia Griffiths' first hit. In 1970, his "Peanie Wallie" was also versioned by the Wailers, becoming the hit "Duppy Conqueror."

Mittoo relocated from Jamaica to Toronto, Ontario in 1968, one of many reggae performers who found a home among the clubs lining the city's Yonge Street area. He returned to Kingston regularly, however, and was closely aligned with Dodd and Studio One throughout the decades to follow. In Toronto, Mittoo also accepted a day job working for the Canadian Talent Library, an organization which worked to ensure that a sufficient amount of Canadian music was broadcast over national radio airwaves. By 1972, he had lived there for four years, and as such his work now qualified as "Canadian content," so for the CTL he recorded the album Reggae Magic, which launched the hit 'Wish Bone." During the mid-1970s, Mittoo also traveled to England to record a series of LPs with Bunny Lee; during the next decade, he worked regularly with Sugar Minott as well. In 1989, Mittoo joined the reunited Skatalites, but health problems soon forced him to bow out; he died of cancer on December 16, 1990.

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