Throughout the 1960s, Downing was a key part of the Yankees' pitching rotation. He played a crucial role in helping the team reach the World Series in 1963 and 1964, although they fell short of winning the championship both times. Despite the team's struggles, Downing's individual performances were often a bright spot, and he continued to be a consistent presence on the mound.
In 1969, Downing was traded to the Oakland Athletics, but his time there was brief. He soon found a new home with the Milwaukee Brewers, where he continued to pitch effectively. However, it was his move to the Los Angeles Dodgers in 1971 that revitalized his career. That year, Downing had one of his best seasons, winning 20 games and earning the National League Comeback Player of the Year award. His efforts helped the Dodgers compete for the National League West title, and he finished third in the Cy Young Award voting.
One of the most memorable moments of Downing's career came in 1974 when he faced Hank Aaron of the Atlanta Braves. On April 8, Downing pitched the ball that Aaron hit for his 715th home run, breaking Babe Ruth's long-standing record. While the moment was historic for Aaron, Downing handled the situation with grace and sportsmanship, understanding the significance of the achievement.
Downing continued to pitch for the Dodgers until 1977, providing veteran leadership and experience to the team's pitching staff. Over his career, he accumulated over 1,600 strikeouts and maintained a respectable earned run average. After retiring from playing, Downing remained involved in baseball, working as a broadcaster and sharing his knowledge of the game.
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