Ray Caldwell was one of the most interesting Yankees to ever play the game. Born on this date in 1888, in a northwestern Pennsylvania town that now lies under water, Caldwell was working as a telegrapher, when he received an offer to pitch for a C-level minor league ball club in McKeesport, PA. He won 18 games for that team in his professional debut and the next year he was pitching for the New York Yankees.
According to baseball historians, this guy was one of the biggest playboys in the history of the game and one of its heaviest drinkers too. He was also a brilliant pitcher, so good that Washington Senator manager Cal Griffith once offered the Yankees the great Walter Johnson for Caldwell even up.
A tall, slender right-hander, his best seasons for New York were 1914, when he went 18-9 with a 1.94 ERA and the following year, when he won a career high 19 games. He also happened to be one of baseball’s best hitting pitchers and frequently played the outfield on days he wasn’t on the mound.
But whenever it looked as if Caldwell was about to achieve greatness, he went on one of his hard-partying binges, often leaving the ball club for days on end and then suddenly reappearing to accept whatever punishment was thrown at him. His erratic behavior drove all his Yankee managers crazy, especially Frank Chance, who levied close to a thousand dollars worth of fines against his care-free pitcher during the 1914 season. When Caldwell was openly considering jumping to the upstart Federal League, however, Yankee owner Frank Farrell forgave the fines, causing Chance to quit.
When Miller Huggins took over the Yankees, he tried hiring detectives to keep tabs on Caldwell but the pitcher learned how to lose them. Tired of the nonsense, Huggins traded him to the Red Sox after the 1918 season. After half a year with Boston he was dealt to Cleveland, where he had a temporary but glorious rebirth. During the next season and a half he went 25-11 for the Indians and helped get them to the 1920 World Series, which the Tribe won in seven games. After slumping to 6-6 the following year, Caldwell’s big league days were over, but not his pitching career. Somehow, this guy pitched in the minors for 11 more seasons, finally hanging his glove up for good, in 1933, at the age of 45.
As you might expect, Caldwell’s private life was also pretty chaotic. He got married four times and held all kinds of jobs. He lived to be 79 years old, passing away in 1967.
|NYY (9 yrs)||96||99||.492||3.00||248||196||42||150||17||4||1718.1||1519||684||572||41||576||803||1.219|
|CLE (3 yrs)||31||17||.646||3.95||77||51||18||28||3||4||437.1||478||239||192||17||131||180||1.393|
|BOS (1 yr)||7||4||.636||3.96||18||12||5||6||1||0||86.1||92||49||38||1||31||23||1.425|