Cowboy Bob may refer to:
* Bob Bradley (wrestler) (also "Cowboy" Bob Bradley), retired American professional wrestler
* Bob Kelly (wrestler) (also "Cowboy" Bob Kelly; 1936–2014), American professional wrestler and booker
* Robert H. Macy (also "Cowboy Bob"; 1930–2011), Democratic District Attorney
* Bob Orton Jr. (also "Cowboy" Bob Orton; born 1950), American retired professional wrestler
* Cowboy Bob, a fictional character from the daily syndicated newspaper comic strip ''Dennis the Menace''
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Peggy Jo Tallas
Peggy Jo Tallas (June 6, 1944 – May 5, 2005)