Before the 2023 season, the Chicago White Sox made outfielder Andrew Benintendi the highest paid player in franchise history with a five-year, $75 million contract in free agency.
Granted, it doesn't take much to be the highest paid White Sox player, but there were undoubtedly still high expectations for Benintendi upon his arrival in Chicago.
The White Sox needed a corner outfielder that could bring stability to the position group for the first time in years. Even the contending Sox teams of the early 2020s saw rotations of Andrew Vaughn, Gavin Sheets, A.