While there are certainly interesting options for number 66, like Bill Cox, who's more famous for his comments on Jack Ruby than his baseball career, there can only be one. The Medina Mauler, better known as Carl "Charles" Fischer.
His best years were with the Washington Senators, but he spent the majority of the 1935 season with the White Sox after being purchased in May from the Detroit Tigers. What surprised me the most is that two players from the thirties have worn number 66. Carl seems to have slightly better numbers for his time with the team.
Carl was the first player to wear number 66 for the White Sox. He was 5-5 with a 6.19 ERA. It doesn't seem like he had great numbers, but he did complete three games with the Sox, while starting only eleven. It's not that bad for a 24 game total for a fifth place club.
At some point in the near future, I'm sure that some great player will knock Carl Fischer off of the number 66 perch. He has been sitting there since 1935, so maybe he is harder to knock off that perch than it would appear.
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