Chicago Cubs: Let it ride as is
This is the worst option. This path relegates the team to another season of above-average baseball. Good enough to make the postseason, maybe, but certainly not good enough to win the World Series.
This route has the Cubs keeping the core intact. Then wrapping bargain-basement free agents like Carlos Gonzalez, Daniel Descalso, Tony Kemp, Martin Maldonado, or Jason Kipnis around that core hoping to catch lightning in a bottle. So far, it’s more like they’ve caught lightning bugs in a jar.
Going this route also has Ricketts spending close to, if not more than, $200 million on the team in 2021. They’ve done this for three years. What’s the old saying about the surest sign of insanity?
With the core about to hit free agency, the end of the current CBA, and all the implications of all that after 2021, it’s time to go for it all in 2021.