Kenny Rupp took over the trombone duties of the Jim Cullum Jazz Band on June 10, 2000.

Ken holds Bachelor of Music and Master of Music degrees from the prestigious Manhattan School of Music in New York City. While there, he took trombone instruction from Ed Herman, Principle Trombonist with the New York Philharmonic Orchestra.

Ken has had a long career in New York playing in symphony orchestras, chamber ensembles, Broadway pit bands, and behind vocalists such as Frank Sinatra, Tony Bennett, Liza Minelli, Ella Fitzgerald, Lena Horne, Sammy Davis Jr., Peggy Lee, Sarah Vaughn, and Nancy Wilson.

In the jazz field, Rupp worked with the bands of Maynard Ferguson, Al Belletto, Woody Herman, Thad Jones/Mel Lewis, Clark Terry and Vince Giordano's Nighthawks, a well as at Eddie Condon's nightclub.