A Hole in the Head is a 1959 American comedy-drama movie directed by Frank Capra and was based on the 1957 play by Arthur Schulman. It stars Frank Sinatra, Edward G. Robinson, Eleanor Parker, Keenan Wynn, Carolyn Jones, Thelma Ritter, Dub Taylor, Eddie Hodges, Connie Sawyer and was distributed by United Artists. It won an Academy Award in 1960.