DETROIT, MI – AUGUST 25: Tyler Chatwood #32 of the Chicago Cubs examines a baseball during a game against the Detroit Tigers at Comerica Park on August 25, 2020, in Detroit, Michigan. (Photo by Duane Burleson/Getty Images)
The Chicago Cubs made a lot of bad decisions after winning the World Series in 2016. One of them was giving Tyler Chatwood a ridiculous contract that he had absolutely no chance of living up to. He had a cup of coffee with the Los Angeles Angels of Anaheim in 2011 before five solid years with the Colorado Rockies from 2012-2017 (he didn’t pitch in 2013).
After that 2017 season in Denver, he was signed to that aforementioned contract with the Cubs. There, he was never able to be that number four or even five starter that they so desperately needed. In fact, he was borderline awful for them from 2018-2020.