 He began his musical career by playing in his uncle's 14 piece band and would back his cousin Freddie Keil on rock and roll songs when asked to.He taught his younger brother to play guitar and in 1956 he and his younger brothers formed the Keil Isles.The Keil Isles would end up becoming very popular and Olaf and the rest of the group would tour New Zealand with Cliff Richard and The Shadows in 1961.