SAN DIEGO — While the rest of the baseball world is occupying their time on free agent signings and trades, the Cubs have been waiting for their number to be called.
They've been trying to nail down extensions with key players that are only a couple years away from free agency, though nothing appears imminent on that front.
Kris Bryant, Javy Baez, Anthony Rizzo and Kyle Schwarber are all free agents after the 2021 season, leaving the Cubs two years to work out a deal or trade the player before losing them for nothing but a compensation pick. Willson Contreras is a free agent after 2022. Theo Epstein's front office reached a four-year, $55.5 million deal with Kyle Hendricks in spring training, extending his team control through the 2023 season.
The Cubs won't comment specifically on the current extension talks, but they'd ideally hope to wrap anything before spring training this year, so the players can focus solely on baseball by then.
"We always take the position of not commenting on extensions, but are we having those discussions? Yes," Jed Hoyer said Tuesday. "People focus so much on trades and free agent signings at these meetings, but all the agents are under the same roofs, also, and allows us to have those kinds of discussions. I'm not gonna specify who or what, but yeah certainly those conversations are ongoing."
Bryant has long been thought of as the toughest of the group to lock up long-term given that his agent, Scott Boras, typically advises clients to hit the open market and maximize their value. Boras reiterated Tuesday afternoon at the Winter Meetings he and Bryant are still open to extension talks with the Cubs.
Baez and Rizzo loom as the two most likely to extend their Wrigley Field stays, with the two emerging as the faces of the franchise in their own ways.
As the Cubs try to navigate an offseason where they're "serving two masters" (trying to compete in 2020-21 while also enhancing the long-term future of the franchise), a potential extension would check both boxes in a major way. If Hoyer and Theo Epstein knew Baez would be locking down shortstop and the middle of the lineup for the next six seasons, they could breathe a bit easier thinking about the big picture and long-term health of the franchise.
At the same time, they can't operate as if anything is a certainty. Bryant could decide he likes the Cubs' offer and make Chicago his forever baseball home. Baez could conclude the opposite.
It's what makes this particular offseason so tricky for the Cubs.
"We have to be able to have parallel tracks in our mind," Hoyer said. "We have to be able to do multiple things at once. It doesn't make it more difficult. We have a lot of really good players. We've had them for a long time. When we talk to these players about contracts, there's no player that we talk to that we haven't had a conversation with at some point before about a contract.
"We've talked about these players for five years in some way, shape or form. When we sit down with these players, we're not covering a ton of new ground. We've already been over a lot of it. I think we're able to have parallel tracks."