Chicago Cubs: The definitive guide to the 2020-21 offseason

Begin preparing for a rebuild

You know what they say.

All good things must come to an end.

We’re seeing that coming true with our beloved Chicago Cubs right before our very eyes.

The core is soon to broken up. Theo Epstein is on his way out of Chicago, though we’re not yet sure when his plane is departing. Many of the players from the 2016 championship team are already gone or soon to be perhaps as early as this winter.

With that comes an inevitable rebuild, and the Cubs are likely a season away from that happening. But with Epstein departing the organization, you could say that the front office is currently going through a rebuilding as we speak as they prep for a new (or at least modified) regime.

In addition to planning what the front office will look like in the future, it’s time that the team starts to focus on a rebuild even while the team remains competitive for a playoff spot in 2021.

The Cubs have shown that they weren’t afraid to sacrifice future prospects to win now while in their championship window in these past few seasons. That was obvious when they gave up prospects like Gleyber Torres and Eloy Jimenez for major league talent.

But that philosophy is beginning to change, as they’ll need to consider pieces that they can build around in the future instead of just throwing everything at the wall to win now.

It’s certainly a period of transition on the North Side from top to bottom in the Cubs organization.

Even Clark the Cub better watch his back, or else he’ll be the next victim of budget cuts and rebuilding.