The Cubs enter the offseason with a lot of upside in their bullpen, but they need more experience and will be looking to add some high-leverage arms over the winter.

The Cubs are in a great spot with Yu Darvish and Kyle Hendricks back for 2021, but there will still be holes to fill in the rotation this winter.

It’s currently unknown if the DH will stick around in the NL in 2021, but if it does, how will the Cubs attack the position this winter?

Jason Heyward made more offensive strides in 2020. What does the long-term future at right field hold, though?

Ian Happ solidified his position as the Cubs’ everyday center fielder. So how does the Cubs situation at center field stand heading into 2021?

Kyle Schwarber has cemented himself as the everyday left fielder, but with one year of club control, is he the Cubs left fielder in 2021?

Short-term, Javy Báez is a strong bet to turn things around after a tough 2020 season. But in the big picture, what will the Cubs do at the shortstop position?

The Cubs are in a precarious situation at the hot corner and it all centers around former-MVP Kris Bryant.

Is it time for Nico Hoerner to get a full-time role at second base for the Cubs? We analyze the future of the position in our State of the Cubs series.

Entering an uncertain offseason, let’s continue to take a look at where the Cubs stand on each position group. Next up: first base.