September 2, 1928 Vitaphone Production 2597 Jack Benny and Mary Livingstone film debut Jack Benny performs his violin, prompting the accompanying pianist to walk out. He then does a comedy sketch, interrupted by a daffy "Marie". Video is currently lost, but a recording of part of the 10 minute production does exist, as well there are some pictures in the Brooklyn NY Daily Eagle's Vitaphone folder http://www.imdb.com/title/tt2792434/
July 30, 1928
Jack Benny in BRIGHT MOMENTS
Bright Moments is Jack Benny's first film. A one reeler short released July 30, 1928 by Vitaphone. While the film is lost, there is a recording of one of the soundtrack discs featuring Jack doing a monologue and some Scotchmen jokes. The Brooklyn Public Library in their "Brooklyn Eagle" Collection, "Old Vitaphone Studio" folder has some photos that include this one from Bright Moments.