Frequently Asked Questions
What did Jon Lester accomplish during his 6-year contract with the Cubs?
Over his 6-year, $155 million deal, Lester posted a 77-44 record with a 3.64 ERA and won a World Series ring with Chicago. He is considered by many to be the most successful signing in Cubs franchise history.
Why won't the Cubs pay Lester the $25 million option on his contract?
The Cubs are almost certainly going to decline the $25 million option and instead pay Lester a $10 million buyout. However, this doesn't rule out a reunion, as the two sides could work out a smaller 1-year free-agent deal.
Which Cubs pitchers are under contract and returning to the rotation in 2021?
Kyle Hendricks, Yu Darvish, and Alex Mills are the only pitchers returning under contract as part of the Cubs rotation heading into 2021. Tyler Chatwood and Jose Quintana are both heading into free agency and are unlikely to return.
Why would re-signing Lester make sense for the Cubs beyond just performance?
The Cubs are at a turning point as an organization, with key core players potentially leaving and Theo Epstein likely departing after 2021. Bringing Lester back would give him a proper farewell after being one of the most important players in the team's championship run.
How does Lester rank historically in postseason innings pitched?
Jon Lester ranks 8th all-time in postseason innings pitched, making him a proven and valuable option when the Cubs head into a playoff series.