25. Derek Shelton — Pittsburgh Pirates
Following Clint Hurdle’s tenure coming an end following the ’19 season, Derek Shelton was tapped as the team’s replacement. Since joining the club, Shelton has led the Pirates to an 80-142 record with consecutive last-place finishes in the NL Central. Of course, the blame can’t solely be placed on Shelton’s managerial skills.
Pittsburgh’s front office has seemingly traded away all of its most talented players. The Pirates already boast one of the least talented rosters in the league, and it could get even worse if the team does indeed follow through with trading star CF Bryan Reynolds. You have to feel for Shelton. He wasn’t put in a position to succeed with this team.
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