This could be hard to read for most Sox fans. Chris Sale was not only a fan favorite during his stint with the Sox, but he was also the best player on the team. Sale was drafted with the 13th overall pick in the 2010 draft and made his MLB debut later that year.
Sale was a five-time All-Star with the Sox and finished in the top five of Cy Young Award voting in the American League on four separate occasions. Sadly, Sale never got to experience the postseason with the Sox and would be traded after the 2016 season. His trade to the Boston Red Sox was the start of the Sox current rebuild.
Although Sale was traded to Boston and has enjoyed much success there, including winning the World Series, he will still be considered as another top first-round draft pick for the Sox. He didn’t need much time in the minors to get ready and once he became a starting pitcher, he proved to be one of the best pitchers in Sox history.
It would have been great if Sale could’ve had more success with the Sox. However, Sox fans will always remember just how great he was when he was pitching on the Southside while wearing no. 49 on the back of his jersey.