When the Pittsburgh Pirates joined the NFL in 1933, DiMeolo was rumored to be the leading candidate to become the team's initial player-coach.[4] He was passed over for the job in favor of Jap Douds, who lasted just a single season as the team's coach. DiMeolo replaced Douds for the team's second season. He led the Pirates to a disappointing 2–10 record in his first season, after which he was dismissed.
After leaving the navy, DiMeolo worked in the Pennsylvania state Department of Commerce, before losing his position due to a change in the political party running the government. He was shortly thereafter named a U.S. Marshal for western Pennsylvania.[5] He served as Marshal until 1961, after which he worked for U.S. Steel.
DiMeolo was married to Amelia Ann Sciliano; the couple had no children. He died at the age of 62 of a heart attack which occurred shortly after he had completed a game of squash in 1966.[1]