Howard had his last postseason highlight in the 1967 World Series against the Cardinals when his bases-loaded single in the ninth inning of Game 5 drove in two runs for a 3-0 lead. The hit was crucial, as former teammate Maris homered in the bottom of the inning for the Cardinals before the Red Sox closed out the 3-1 win. St. Louis, however, won the Series in seven games. It was the sixth losing World Series team Howard played on; he and Pee Wee Reese have the dubious distinction for playing on the most losing World Series teams.