4 Cy Young Awards.
Steven Norman Carlton (born December 22, 1944), nicknamed "Lefty", is a former Major League Baseball left-handed pitcher. He pitched from 1965-1988 for six different teams in his career, but it is his time with the Philadelphia Phillies where he received his greatest acclaim as a professional and won four Cy Young Awards.
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He won the Award 4 times, 1972, 1977, 1980 and 1982
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Two
Tom Glavine has won two Cy Young Awards, one in 1991, and the other in 1998.
Steve Young won three Super Bowls. One as a starting quarterback (XXIX) and two as Joe Montana's backup (XXIII and XXIV).