In the 1920s and 30s Jack performed as a singer in theatrical productions and on stage. He recorded and performed live with American bands Joe Watson & His Green Mill Orchestra and Tom Swift’s jazz band, and with Harry Jacobs’ and Gil Dech’s Orchestras, Art Chapman’s Rex Orchestra, Those Three Fellows (Fred Witt, Reg Hawthorne & Jack O’Hagan), with Bob Molyneux as the Soothing Serenaders and various other small combinations. In the 1950s he composed and produced advertising jingles.