The Cleveland Guardians entered MLB’s Winter Meetings with plenty of unknowns. Now, a week after the annual event, the organization has just as many, if not more, questions to answer before spring training and the 2026 season begins.

Here are three of Cleveland’s biggest questions that they must find resolutions to before the offseason progresses. 

Is Cleveland’s Outfield Set?

Right now, the outfielders who will likely be on Cleveland’s Opening Day roster are Chase DeLauter, George Valera, Nolan Jones, Steven Kwan, and either Jhonkensy Noel or Johnathan Rodriguez. The players with a chance 

There’s a lot to like about that group’s potential; there’s also a lot to be concerned about. The Guardians clearly don’t want to take away opportunities from the young core, but the group is unproven, heavy on left-handed hitting, and is generally injury-prone.

Will these concerns spark the Guardians to make another move this winter, or is this the group they’re hoping will take a massive step forward in 2026?

Are The Guardians Comfortable With Their Bullpen Depth?

At multiple points throughout the offseason, both Stephen Vogt and Chris Antonetti have stressed the need for more bullpen depth. 

Unlike the position player side of things, Cleveland has added to their reliever core. Over the last few weeks, the Guardians have added RHP Connor Brogdon, RHP Peyton Pelltte, and RHP Colin Holderman to their reliever core.

Vogt said during MLB’s Winter Meetings that the Guardians need eight guys in their bullpen. Will these three round out the reliever depth, or will Cleveland still add another pitcher before Opening Day?

What Should Cleveland Do With Its Extra Starter?

One area where the Guardians have some depth is their starting rotation. Cleveland ended the 2025 season with a six-man rotation, but that’s not a viable option throughout a 162-game season.

So, what happens with the extra starter, or in this case, one of Logan Allen, Joey Cantillo, and Parker Messick?

Will the rookie start the season in the minors? Does Allen get traded to add another bat to the lineup? Will Cantillo go back to being a reliever, a role he had at the beginning of the 2025 season?

The Guardians still have a lot to determine with this position group.