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Again echoing Winchell, Sullivan took on yet another medium in 1933 by writing and starring in the film Mr.
Debuting in June 1948, the show was originally broadcast from the Maxine Elliott Theatre on West 39th Street in New York City.
Throughout his career as a columnist, Sullivan had dabbled in entertainment—producing vaudeville shows with which he appeared as master of ceremonies in the 1920s and 1930s, directing a radio program over WABC (now WCBS) and organizing benefit reviews for various causes.
In 1941, Sullivan was host of the Summer Silver Theater, a variety program on CBS, with Will Bradley as bandleader and a guest star featured each week.
Finally, in 1927, Sullivan joined The Evening Graphic as first sports writer and then sports editor.
In 1929, when Walter Winchell moved to The Daily Mirror, Sullivan was made Broadway columnist.
With the baseball team, Sullivan was catcher and team captain, and he led the team to several championships.