Harry Webb became lead singer of the rock and roll group, the Drifters (not to be confused with the US group of the same name). The 1950s entrepreneur Harry Greatorex wanted the up-and-coming Rock 'n' Roll singer to change from his real name of Harry Webb. The name Cliff was adopted as it sounded like "cliff face", which suggested "Rock". It was "Move It" writer Ian Samwell who suggested that the former Harry Webb be surnamed "Richard" as a tribute to Webb's musical hero Little Richard.

Before their first large-scale appearance, at the Regal Ballroom in Ripley, Derbyshire in 1958, they adopted the name "Cliff Richard and the Drifters". The four members were Harry Webb(now going under the stage name "Cliff Richard"), Ian "Sammy" Samwell on guitar, Terry Smart on drums and Norman Mitham on guitar. None of the other three played with the later and better-known Shadows, although Samwell wrote songs for Richard's later career.

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