His best years were with the Cardinals, where he led the league in strikeouts 4 times, wins twice (including 30 wins one year), innings pitched three times, complete games three times, and even saves once. In 1934, he won the Most Valuable Player award when he led the Cardinals to the World Championship. During those years he was undoubtedly the cockiest player in the game. He once bet he could strike out Vince DiMaggio four times in one game. He struck him out his first three at bats, but when he hit a popup behind the plate at his fourth, Dean screamed at his catcher, "Drop it!, Drop it!" The catcher did and Dean fanned DiMaggio, winning the bet.
He suffered an arm injury, however, and by the time Cubs owner P.K. Wrigley ordered his scouts to acquire Dean at any cost, he was just an ordinary pitcher. They signed him for $185,000 in 1938, which was a huge contract for the time. Dean helped the Cubs win the 1938 National League pennant, and pitched pretty well in Game 2 of the World Series before losing to the New York Yankees in what became known as "Ol' Diz's Last Stand."
After that, he was done. He tried to pitch for the Cubs until 1941, but he just couldn't do it anymore. He retired after that season. That's when he started his second popular career: radio broadcaster. His malapropisms were legendary, and fans loved it. In 1950 he began doing baseball's Game of the Week on national television. He remained in sportscasting for more than 20 years.
