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Van Dyke began his career as an entertainer on radio and television, in nightclubs, and on the Broadway stage. In 1961, he starred in the original production of Bye Bye Birdie, a role which earned him the Tony Award for Best Featured Actor in a Musical. Carl Reiner then cast him as Rob Petrie on the CBS television sitcom The Dick Van Dyke Show from 1961 to 1966, which made him a household name. He went on to star in the movie musicals Bye Bye Birdie (1963), Mary Poppins (1964), and Chitty Chitty Bang Bang (1968), and in the comedy-drama The Comic (1969).

Van Dyke also made guest appearances on television programs Columbo (1974) and The Carol Burnett Show (1977), and starred in The New Dick Van Dyke Show (1971–74), Diagnosis: Murder (1993–2001), and Murder 101 (2006–08). Van Dyke has also made appearances in the films Dick Tracy (1990), Curious George (2006), Night at the Museum (2006), Night at the Museum: Secret of the Tomb (2014), and Mary Poppins Returns (2018).