After twelve years as a baseball writer for the Chicago American, Gallagher moved to the front office of the Cubs as GM and later vice president in 1940. He spent 1957 heading an advertising and public relations agency with Bill Veeck, then joined the Phillies in 1958. He planned to retire in 1962, but was convinced to work part-time for Commissioner Ford Frick instead. He worked in the Commissioner’s office until 1974.