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USA Today via Reuters

USA Today via Reuters

The Chicago Cubs have again caught attention for their interest in a top-tier client represented by Scott Boras—this time Alex Bregman in the spotlight. Rumors about the Cubs’ possible pursuit of Bregman are drawing parallels to their risk with Cody Bellinger a year ago. In a vein to their move with Bellinger, where they signed him for a one-year contract worth $17.5 million following his struggles in Los Angeles, only to witness his impressive performance leading to a $200 million deal with the Yankees. Is it possible for Bregman to experience the same journey as well?

At 30 years old, he now stands Bregman at a moment following a tenure with the Houston Astros that saw him earn accolades such as two-time All-Star and 2019 MVP runner-up and a key figure in two championship victories for the team. Known for his consistency, even in the last season, he showcased a batting average of .263 and an on-base percentage of .350 while smashing 24 home runs and an impressive 123 wRC+. However, the Astros seem unsure about meeting his requests for the run, which makes Bregman’s future uncertain.

A win-win scenario for the Chicago Cubs and Alex Bregman

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in a recent video posted by Marquee Sports News, Bruce Levine talked about Alex Bregman’s potential signing with the Chicago Cubs. He said, “What if he is this year’s version of Bellinger, where he’s already missed out on a contract with Houston, and he comes out there and goes, Hey, Scott Boras, we’re going to go for a one-year deal with two one-year options.” He added last season Boras swung and missed with long-term deals for Jordan Montgomery and Blake Snell, making this plausible again. “How perfect would that be for the Cubs, only being committed to one year, maybe two, to a guy that’s going into ideally his best two years before he hits 33-34?

Enter the Cubs, who are no strangers to capitalizing on high-upside opportunities. With a glaring need at third base, Chicago could provide Bregman with a prime landing spot to reset his value while addressing a key roster deficiency. Wrigley Field’s hitter-friendly dimensions, combined with the Cubs’ competitive roster, could make for an ideal proving ground as Bregman seeks to build his case for a future megadeal.

Scott Boras, known for his creative deal structures, may once again advocate for a short-term, high-value contract with options—a strategy he successfully employed with Bellinger. For the Chicago Cubs, a deal of this nature minimizes long-term risk while maximizing immediate returns. Adding Bregman would not only solidify the team’s infield but also bring another battle-tested leader to a club on the rise in the NL Central.

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Could Alex Bregman be the Cubs' next big gamble like Cody Bellinger was last year?

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From Houston to Chicago, a new chapter for Bregman?

Following a career dedicated to the Houston Astros, Alex Bregman seems poised to embark on a fresh chapter ahead. While considered a figure in Houston’s triumph history, Bregman has been closely tied to victory by contributing to the team’s attainment of two World Series championships and securing five consecutive ALCS berths. However, with the Astros seemingly unwilling to commit to a long-term extension, the 30-year-old third baseman now faces the possibility of a fresh start.

For Bregman, the Chicago Cubs present an enticing opportunity. The favorable dimensions of Wrigley Field and the Cubs’ strong lineup provide a setting for a player to revitalize their career. Similar to Bellinger’s situation, potential success with the Cubs this season could lead Bregman to secure a contract extension by showcasing his skills to teams across the league.

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At last, Alex Bregman and the Cubs could be a game-changing pairing. For Chicago, it’s a shot at contention; for Bregman, it’s a chance to lead a resurgence. Together, they could ignite a new era at Wrigley.

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Could Alex Bregman be the Cubs' next big gamble like Cody Bellinger was last year?