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Louis Burton Lindley Jr. was born in Kingsburg, California, the son of Sally Mosher (nee Turk) and Louis Bert Lindley Sr., a Texas-born dairy farmer. Young Lindley was an excellent horse rider from an early age. Known as "Bert" to his family and friends, he grew bored with dairy farming and began to make a few dollars by riding broncos and roping steers in his early teens. His father found out and forbade this activity but he took no notice, went to compete in a rodeo, and was told by the doubtful rodeo manager that there would be "slim pickin's" for him.

After nearly 20 years of rodeo work, his distinctive Oklahoma-Texas drawl (though he was a lifelong Californian), his wide eyes, moon face, and strong physical presence gained him a role in the Western film film Rocky Mountain (1950) starring Errol Flynn. He appeared in many more Westerns, playing both villains and comic sidekicks to the likes of Rex Allen.  Hollywood made good use of Pickens' rodeo background. He did not need a stand-in for horseback scenes, and he was able to gallop his own Appaloosa horses across the desert, or drive a stagecoach pulled by a six-horse team. In a large number of films and TV shows, he wore his own hats and boots, and rode his own horses and mules.  Pickens appeared in dozens of films, including Rocky Mountain (1950), Old Oklahoma Plains (1952), Down Laredo Way (1953), Tonka (1959), One-Eyed Jacks (1961) with Marlon Brando, Dr. Strangelove (1964), Major Dundee (1965) with Charlton Heston, the remake of Stagecoach (1966; Pickens played the driver, portrayed in the 1939 film by Andy Devine), Never a Dull Moment (1968), The Cowboys (1972) with John Wayne, Ginger in the Morning (1974) with Fred Ward, Blazing Saddles (1974), Poor Pretty Eddie (1975), Rancho Deluxe (1975), The Getaway with Steve McQueen, Tom Horn (1980), also with McQueen, Beyond the Poseidon Adventure (1979) with Michael Caine and Karl Malden, An Eye for an Eye (1966) and Pat Garrett and Billy the Kid (1973). He had a small but memorable role in Steven Spielberg's 1941 (1979) in scenes with Toshiro Mifune and Christopher Lee; during one scene, he enumerates the objects on his person, similar to the way he does in the "Survival Kit Contents Check" scene in Dr. Strangelove. In 1978, Pickens lent his voice to theme park Silver Dollar City as a character named Rube Dugan, for a ride called "Rube Dugan's Diving Bell". The diving bell was a simulation ride that took passengers on a journey to the bottom of Lake Silver and back. The ride was in operation from 1978 to 1984. He also played werewolf sheriff Sam Newfield in The Howling (1981).  In 1960, he appeared in the NBC Western series, Overland Trail in the episode "Sour Annie" with fellow guest stars Mercedes McCambridge and Andrew Prine. Pickens appeared five times on NBC's Outlaws (1960-62) Western series as the character "Slim". The program, starring Barton MacLane, was the story of a U.S. marshal in Oklahoma Territory -- deputies played by Don Collier, Jock Gaynor, and Bruce Yarnell -- and the outlaws that they pursued. In 1967, Pickens had a recurring role as the scout California Joe Milner on the ABC military Western Custer, starring Wayne Maunder in the title role.  In 1975, Pickens was in another Western, playing the evil, limping bank robber in Walt Disney's The Apple Dumpling Gang; that same year, the exploitation classic Poor Pretty Eddie was released, with Pickens portraying twisted Sheriff Orville. He provided the voice of B.O.B. in the 1979 Disney science-fiction thriller The Black Hole. His last film was his least notable, Pink Motel (1982) with Phyllis Diller.
Slim Pickens