The talented scion of a show-business family, Keenan Wynn's father was the great burlesque and television buffoon Ed Wynn while his maternal grandfather, Frank Keenan, earned distinction on the other side of the entertainment ladder as a Shakespearean tragedian. Mother Hilda Keenan was also a minor actress. Born in New York City on July 27, 1916, during the height of his father's Broadway popularity, Keenan grew up in the lap of luxury and was educated at St. John's Military Academy. He initially followed in his grandfather's dramatic footsteps as opposed to his father's clown shoes, making his professional bow in Maine with the Lakewood Players in a production of "Accent of Youth". By 1937, he was on Broadway with "Hitch Your Wagon" in two small roles. During the run of the show, he met first wife, actress Evie Wynn Johnson, who became his coach, manager and advisor. At the same time, he began to get steady radio work.