African-American dancer, singer, comedian Eddie Anderson pursued an entertainment career in California, his opportunities limited by Jim Crow-era racism in Hollywood but also shaped opportunities in night clubs and cabarets that catered to both black and white patrons. Winning an audition for a one-time role on Benny’s radio show, Anderson’s inimitable gravelly voice spurred Benny to create a full time part, the character of Rochester Van Jones, Jack’s butler and valet, in late 1937. Although initially hampered by stereotyped minstrel-show dialogue and character habits, Rochester soon became renowned by both white and black listeners for his ability to criticize the “Boss” in impertinent manner. Virtually co-starred in three films with Benny that were highly successful at the box office, commenters in the black press in 1940 hoped that Rochester offered “a new day” in improved race relations.