The Legendary Olabinjo (Bobby) Benson

The Legendary Olabinjo (Bobby) Benson

Olabinjo (Bobby) Benson (April 11, 1922 – May 14, 1983) was an influential entertainer and musician who significantly impacted the Nigerian music scene, introducing big band and Caribbean highlife styles to popular West African music. Throughout his life, Bobby Benson wore many hats: he learned tailoring in school, briefly pursued boxing, and served as a sailor in the Navy.

In 1944, Benson left his ship while in London and made his entertainment debut with the Negro Ballet, touring several European capitals. During this time, he met his wife, Cassandra, who was of half Scottish and half Caribbean descent. Upon returning to Nigeria in 1974, they established the Bobby Benson and Cassandra Theatrical Party. Benson played guitar and saxophone while Cassandra danced, captivating audiences with their performances.

Their repertoire included swing, jive, sambas, calypsos, and the popular highlife style. Their first big hit, “Taxi Driver,” was followed by several others. In the 1970s, Benson had a show on NTA as a stand-up comedian, where he also played and sang. He became friends with renowned musicians B.B. King and Hugh Masekela.

Bobby Benson established the Caban Bamboo, a popular nightclub in Lagos that was later converted into Hotel Bobby. Many prominent musicians played in Benson’s band, including Roy Chicago, Sir Victor Uwaifo, and Victor Olaiya.

This tribute honors the great Bobby Benson, a legendary figure in Nigerian music.