From 2015 to 2020, Jon Lester was a staple of the Chicago Cubs organization. At the front end of the starting rotation, Lester notched a career record of 77-44 with the Cubs, to go along a 3.64 ERA over 1002 2/3 innings of work.
The owner of a .636 win percentage in his time on the North Side, Lester experienced his greatest success in 2016 where he posted a 19-5 with a 2.44 ERA, helping to lead the Cubs to their first World Series championship in the process.
However, Lester’s illustrious career spans back further than just his dominance in Chicago.