In 1944, under DeWitt's leadership as general manager, the Browns captured their only American League pennant. They won only 89 games (losing 65), but outlasted the Detroit Tigers by a single game. They drew as their World Series opponents their formidable tenants at Sportsman's Park, the Cardinals, who had won 105 games to breeze to their third consecutive National League championship. In the all-St. Louis 1944 World Series, the Browns took the opener and Game 3, but then they dropped the final three games to the Redbirds, who were in the process of winning three World Series titles in a five-year span. Nevertheless, DeWitt was named 1944 Major League Executive of the Year by The Sporting News to recognize his achievement.