gold star for USAHOF
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Eddie Collins had already established himself as an elite baseball player, having led the Philadelphia Athletics to a World Series win in 1910, 1911, and 1913.  In 1914, he would win the American League MVP Award.  Despite the success of the Athletics, Connie Mack unloaded some of his best players for cost-cutting purposes, and despite receiving a considerable offer to stay (as opposed to jump to the Federal League), Collins declined.  He would be sold to the Chicago White Sox for $50,000, a colossal amount for that time.

In our opinion, one of the most underrated Pitchers that ever existed has to be Billy Pierce, who was a seven-time All-Star and five-time leader in bWAR with the White Sox.

5. Red Faber

A 20-year veteran of the White Sox, Red Faber played all of his two decades in the Majors in the Windy City.

Faber debuted for the team in 1914, and in 1915, he would win 24 Games, establishing himself as one of the better pitchers in the American League.  With a vast repertoire of pitches (including the spitball), Faber would help the White Sox win the 1917 World Championship, where he would win two games.

4. Ted Lyons

Ted Lyons went to Baylor University, where he played baseball and was planning to go after a law degree.  Instead, he signed with the Chicago White Sox, the only team that he would ever play professionally for at the Major League level.  Most of the time, when we say that, we are referring to the organization (including their minor league affiliates), or in other cases, the only team in the Majors.  Here, this is precisely what is implied, as Lyons never played a game in the minors.