Experiments, Awards, and Bankruptcy
Sennett made a reasonably smooth transition to sound films, releasing them through Earle Hammons's Educational Pictures. Sennett occasionally experimented with color and was the first to get a talkie short subject on the market, in 1928. In 1932 he was nominated for the Academy Award for Live Action Short Film in the comedy division for producing The Loud Mouth (with Matt McHugh, in the sports-heckler role later taken in Columbia Pictures remakes by Charley Chase and Shemp Howard), and he won in the novelty division for his film Wrestling Swordfish.
Sennett often clung to outmoded techniques, making his early-1930s films seem dated and quaint. This doomed his attempt to re-enter the feature film market with Hypnotized (starring blackface comedians Moran and Mack, "The Two Black Crows"). However, Sennett enjoyed great success with short comedies starring Bing Crosby; these films were probably instrumental in Sennett's product being picked up by a major studio, Paramount Pictures. W. C. Fields conceived and starred in four famous Sennett-Paramount comedies. Fields himself recalled that he "made seven comedies for the Irishman" (his original deal called for one film and an option for six more), but ultimately only four were made.
Sennett's studio did not survive the Great Depression; the Sennett-Paramount partnership lasted only one year, and Sennett was forced into bankruptcy in November 1933. His last work, in 1935, was as a producer-director for Educational Pictures; he directed Buster Keaton in The Timid Young Man and Joan Davis in Way Up Thar. (The 1935 Vitaphone short subject Keystone Hotel is not a Sennett production; it featured several alumni from the Sennett studio, but Sennett himself had no connection with the film.)
Mack Sennett went into semi-retirement at the age of 55, having produced more than 1,000 silent films and several dozen talkies during a 25-year career. His studio property was purchased by Mascot Pictures (later part of Republic Pictures), and many of his former staffers found work at Columbia Pictures.
In March 1938, Sennett was presented with an honorary Academy Award: "for his lasting contribution to the comedy technique of the screen, the basic principles of which are as important today as when they were first put into practice, the Academy presents a Special Award to that master of fun, discoverer of stars, sympathetic, kindly, understanding comedy genius - Mack Sennett."
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“You must get your living by loving. But as it is said of the merchants that ninety-seven in a hundred fail, so the life of men generally, tried by this standard, is a failure, and bankruptcy may be surely prophesied.”
—Henry David Thoreau (1817–1862)