He entered show business at a very young age, appearing in
Our Gang comedies during the 1920s and working as a child reporter on a KHJ children’s radio program in 1924. He appeared in the role of Joe Harper in
Tom Sawyer (1930) and played Johnny Carter in the motion picture
Seed. As an adult, Winslow became a prolific character actor, appearing in dozens of motion pictures over several decades. His other film credits included roles as Tinkler in
Mutiny on the Bounty (1935), composer
Gil Rodin in
The Benny Goodman Story (1955), Mr. Schultz in
Airport (1970), and a streetcar driver in
John Wayne’s
The Shootist (1976). He also appeared in numerous television series, including
I Love Lucy,
The Red Skelton Show,
Maude, and
Dallas, among others. In addition to acting, Winslow was a lifelong musician and entertainer. Throughout the 1950s, he worked on a promotional tour for the Hacienda Hotel in Las Vegas, playing piano aboard 1,133 chartered airline flights between Burbank and Las Vegas. From 1955 until the mid-1970s, he performed periodically at
Disneyland as a one-man band entertainer. In 1964, Winslow was selected to portray a one-man band character created by
Walt Disney for the premiere of
Mary Poppins. After leaving Disneyland in the mid-1970s, he performed at
Knott's Berry Farm until 1982, and continued entertaining at private events and in television commercials. In 1966, Winslow co-wrote the
California Angels’ fight song, “A-OK!”, with his wife, contributing a lasting piece of music to the team’s identity. ==Personal life==