Number Two: Cy Young
Technically, Young played for the Boston Americans, who would eventually become the Red Sox. As evidenced by his status as one of baseball’s greatest legends, Young was nothing short of dominate while with the Red Sox.
From 1901-1908, Young recorded an ERA of 2.00, and a record of 192-112. That’s an average of 24 wins a year. In that time, Young struck out 1,341 batters, and had a WHIP of 0.97. In 1903, he led the league with 28 wins and just nine loses, and then led the Red Sox to victory in the first modern World Series.
It is tough to compare eras, and while Cy Young certainly could top any list, I have to give the nod to the next player.
Next: Pedro Martinez