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  1. Teddy, the Rough Rider is a 1940 American short drama film directed by Ray Enright. It won an Oscar at the 13th Academy Awards for Best Short Subject (Two-Reel). Cast. Sidney Blackmer as Theodore Roosevelt; Pierre Watkin as Senator Platt; Arthur Loft as Big Jim Rafferty; Theodore von Eltz as William Loeb Jr. Clay Clement as Avery D. Andrews

  2. Teddy the Rough Rider: Directed by Ray Enright. With Sidney Blackmer, Pierre Watkin, Theodore von Eltz, Arthur Loft. In a series of short scenes, key periods in Theodore Roosevelt's political life are dramatized beginning in 1895 with his time as New York City police commissioner and later as Assistant Secretary of the Navy, Vice President and ...

    • (266)
    • Short, Biography, Drama
    • Ray Enright
    • 1940-02-24
  3. Undersecretary of the Navy Theodore Roosevelt resigns to form a volunteer militia unit called "The Rough Riders" to fight in the Spanish-American War. Stars Tom Berenger

    • (2.3K)
    • 1997-07-20
    • Action, Drama, History
    • 92
  4. Feb 21, 2023 · Visit the movie page for 'Teddy the Rough Rider' on Moviefone. Discover the movie's synopsis, cast details and release date. Watch trailers, exclusive interviews, and movie review.

    • (7)
    • Sidney Blackmer
    • Ray Enright
    • Warner Bros. Pictures
  5. Rough Riders is a 1997 American television miniseries directed and co-written by John Milius about future President Theodore Roosevelt and the regiment known as the 1st US Volunteer Cavalry; a.k.a. the Rough Riders.

  6. This short follows the political career of Theodore Roosevelt, beginning in 1895, when he was appointed police commissioner of New York City. In 1897 he was appointed Assistant Secretary of the Navy. His charge up San Juan Hill during the Spanish-American War in 1898 is re-created.

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  8. Teddy, the Rough Rider is a 1940 American short drama film directed by Ray Enright. It won an Oscar at the 13th Academy Awards for Best Short Subject.