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Harry McRae Webster was a stage actor in the legitimate theater, as well as in vaudeville and burlesque before moving up to producing and directing stage shows. He started his film career as a director for Essanay Studios; after five years there, he branched out into solo work for a number of independent film companies before connecting with Carl Laemmle, Sr. and moving back East, where he would also helm two other film companies, the Monmouth Film Corporation and the self-named Harry McRae Webster, Inc., both based out of New York City. He also claimed to have "discovered" film actresses Leonore Ulric and Dorothy Dalton. After 1920, Webster generally stayed out of film, working on the New York stage.