The commotion around Wrigley Field began when news of Bregman’s return to the market broke after he opted out of the remaining two years and $80 million on his Boston Red Sox contract.1
This move instantly made the two-time World Series champion the clear top target for the Cubs, who are desperate to stabilize third base and replace the offense lost after Kyle Tucker signed elsewhere.
Closed-Door Meetings Leaked
National MLB insiders confirmed that the Cubs have been actively engaged, holding “Zoom meetings with Bregman a few weeks ago” as part of a renewed push.2 This confirmed interest from President Jed Hoyer’s front office has ignited speculation that a massive offer is imminent, potentially in the four-to-six-year, $140 million to $170 million range.
The Cubs’ initial offer last offseason (four years, $115 million) was reportedly dismissed, but now, with Bregman no longer attached to a qualifying offer, the path to a deal is cleaner.3
🏆 A NATURAL FIT FOR CHICAGO’S CULTURE
Bregman is highly valued by the Cubs for far more than just his bat, which posted a solid $.822$ OPS in 2025. The organizational leadership is drawn to the “intangibles” that Counsell is focused on:
- Championship DNA: Bregman’s experience on two World Series teams brings a veteran, winning mentality that Counsell believes will rub off on the young core.
- Clubhouse Leadership: He is known as a “team leader and a workaholic” who sets a high standard for preparation and intensity.4
- Positional Flexibility: While he would primarily play third base, Bregman offers insurance and flexibility, allowing Counsell to occasionally rest veteran shortstop Dansby Swanson and second baseman Nico Hoerner.5
While Hoyer has publicly stated there is “zero lack of confidence” in incumbent third baseman Matt Shaw, the clear pursuit of a star of Bregman’s caliber shows the Cubs are prioritizing immediate contention and proven production.6
The ball is now firmly in Scott Boras’s court, but the aggressive posture from the Cubs and Counsell’s endorsement suggest Chicago is ready to pay a premium to bring their “natural fit” home.
