June 12, 2021

Revisiting The Chris Sale Extension (MLB Trade Rumors)

The Red Sox were as busy as any team during last spring’s extension flurry, inking a pair of star players to long-term deals that kept them out of the 2019-2020 free agent market.  One of the extensions was a six-year deal with Xander Bogaerts worth $120MM in guaranteed money, a contract that now looks like a pretty sound investment given how Bogaerts followed up a strong 2018 season with an even better 2019 campaign.

The other extension is already off to a rough start.  Chris Sale signed a five-year, $145MM pact covering the 2020-24 seasons, with a club/vesting option for the 2025 campaign worth at least $20MM.  After vastly outperforming his early-career extension with the White Sox (which ended up as a seven-year, $59MM deal once both option years were exercised), Sale now had a new deal that better reflected his status as one of the better pitchers over the last decade.

Exactly one year after that extension was signed, however, the deal looms as a significant misfire for the…

Read “Revisiting The Chris Sale Extension” at MLB Trade Rumors