Following Bennett danced in shows like Here's Love and Bajour. In the middle of the 1960s hit the television scene and became a recurring dancer on the NBC series Hullabaloo. This is where he met the dancer Donna McKechnie. In 1966 Bennett made a choreographic debut with the show A Joyful Noise which lasted for the short amount of twelve shows. After this disparity Bennett experienced more failure for the production Henry, Sweet Henry. Finally after two years of disappointment, in 1968 Bennett found success for his choreography in the Broadway musical hit Promises, Promises which showed for a total of 1,281 performances. The following few years Bennett was given praise for work on both Twigs and the musical