Theo Epstein’s resignation as the Cubs’ president of baseball operations signified a turning point for the organization. More so than any individual player or manager, the resurgence of the Cubs over the last decade was because of Epstein.
Make no mistake, 2021 is a transition year for the Cubs; what they do this offseason will shape their trajectory for the next decade. Sentimentality now will be the difference between nostalgia and jubilation five years from now.
The Cubs have three main decisions to make in the coming months. Let’s explore each of them: