Actor/writer Robert Middlemass was most closely associated with George M. Cohan during his Broadway years, appearing in such Cohan productions as Seven Keys to Baldpate and The Tavern. Before the 1920s were over, Middlemass had written or co-written several plays and one-act sketches, the most famous of which was The Valiant. Though he appeared in the 1918 feature film 5000 a Week, his screen career proper didn't begin in 1934, when he showed up as a foil for the Ritz Brothers in the New York-filmed comedy short Hotel Anchovy. For the next decade, Middlemass was based in Hollywood, essaying various authority figures in approximately two dozen films. Robert Middlemass' better screen roles include the flustered sheriff in the Marx Bros. Day at the Races (1937) and impresario Oscar Hammerstein in The Dolly Sisters (1945).