The 1938 Major League Baseball season was contested from April 18 to October 15, 1938. The Chicago Cubs and New York Yankees were the regular season champions of the National League and American League, respectively. The Yankees then defeated the Cubs in the World Series, four games to zero. The Yankees became the first team to win the World Series three years in a row.

Cornelius McGillicuddy, better known as Connie Mack, was an American professional baseball catcher, manager, and team owner. The longest-serving manager in Major League Baseball history, he holds records for wins (3,731), losses (3,948), and games managed (7,755). Mack's victory total is 829 more than the second highest total, 2,902 wins by Tony La Russa. Mack's lead in career losses is even greater, 1,433 higher than the second highest total, La Russa's 2,515.