Richard Rosson
Richard Rosson( April 4, 1893 – May 31, 1953) was an American film director and actor.
As an actor, he was known for the nearly 100 films he was in during the silent era.
As a director, he was a co-director of the 1932 film" Scarface".
Elliot Silverstein
Elliot Silverstein( born August 3, 1927, in Boston, Massachusetts) is an American director, who is best known for being the director of the movie" Cat Ballou"( 1965).
Scotty Fox
Scott Fox is a pornographic film director who is a member of the AVN Hall of Fame.
Logan Sandler
Logan Sandler is an American writer and director who is best known for his first feature film" Live Cargo".
Dan Milne
Dan Milne is a British actor/ director who is possibly best known for his role in" EastEnders".
Ritzy
Ritzy is a lost 1927 American comedy silent film directed by Richard Rosson and written by Elinor Glyn, Percy Heath, Robert N. Lee and George Marion, Jr..
The film stars Betty Bronson, James Hall, William Austin, Joan Standing, George Nichols and Roscoe Karns.
The film was released on April 9, 1927, by Paramount Pictures.
Toughest Man in Arizona
Toughest Man in Arizona is a 1952 American Western film directed by R. G. Springsteen, written by John K. Butler, and starring Vaughn Monroe, Joan Leslie, Edgar Buchanan, Victor Jory, Jean Parker and Harry Morgan.
It was released on October 10, 1952, by Republic Pictures.
Ben Palmer
Ben Palmer is a British film and television director who is known for being the director of" Bo' Selecta" and" The Inbetweeners".
Toughest Man Alive
Toughest Man Alive is a 1955 American drama film directed by Sidney Salkow and starring Dane Clark, Lita Milan, and Anthony Caruso.
Based on an original screenplay by Steve Fisher, the film was released on November 6, 1955.
R. G. Springsteen
Robert G. Springsteen (September 8, 1904 – December 9, 1989) was an American director of Hollywood B movies and television shows.
He was most often credited on screen as R. G. Springsteen.

Question: Which film has the director who is older than the other, Toughest Man In Arizona or Ritzy? 
Answer: Ritzy