The Chicago Cubs have kicked off the 2025 season on a high note, boasting a 14-10 record and sitting atop the National League Central. Following an aggressive offseason, the Cubs have positioned themselves well early in the campaign. However, a major question looms over their long-term outlook: Can they lock down star outfielder Kyle Tucker before he hits free agency?
MLB insider Jon Heyman weighed in, suggesting the Cubs are interested in extending Tucker, though nothing is imminent. “I wouldn’t say they’re close,” Heyman said. “There’s no indication that talks have even started yet, but discussions are expected. It’s rare to see a star of Tucker’s caliber sign an extension in his walk year, especially with a new team.”
Heyman cited rare cases like Francisco Lindor (Mets), Garrett Crochet (Red Sox), and Mookie Betts (Dodgers) as examples of players signing extensions shortly after joining a new club. The Cubs are reportedly aiming to join that exclusive group after trading for Tucker, fully aware of the contract situation ahead.
Securing Tucker long-term will require a significant investment. The Cubs have avoided spending big in recent years, something that free agent Matt Chapman pointed out when Chicago failed to make a competitive offer. Still, by acquiring Tucker, the front office signaled its intent to build around him—and missing out on an extension could prove costly.
With Vladimir Guerrero Jr. recently signing a historic 14-year, $500 million deal to stay in Toronto, that contract now serves as a potential benchmark. Tucker is slightly older than Guerrero, so the years may be fewer, but the overall value could start in the same ballpark.
The Cubs may also explore using deferred payments to lessen the short-term financial hit, even though that would increase the total value of the deal. While the Blue Jays opted not to defer money in Guerrero’s contract, this strategy could help the Cubs secure Tucker. Offering a 12-year deal should be manageable for the organization, especially with a talent like Tucker, whose bat ranks among the best in the league.
