As a lifelong Chicago Cubs fan, it's hard to see two of our most beloved legends make the list of Bleacher Report's 10 Worst MLB Contracts on the Books for 2025.

These two stars brought many unforgettable moments to the North Side, including their pivotal roles in the Cubs' historic 2016 World Series run.

World Series - Chicago Cubs v Cleveland Indians - Game Seven
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Yet, the realities of their post-Chicago careers highlight how difficult some long-term deals can be in Major League Baseball.

Javier Baez Signing With Detroit Called Third Worst Contract For 2025

Javier Baez signed a six-year $140 million contract with the Detroit Tigers in 2022. Baez's hitting woes were absolutely glaring, with a dreadful .184 batting average with a 46 OPS+ in 289 appearances this season.

Watch Javier Baez Tattoo Himself in His Underwear
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While Javy's defensive skills remain elite, his bat skills have declined immensely, raising concerns among management and fans.

Kris Bryant Signing With Colorado Called Second Worst Contract For 2025.

Worse yet, Kris Bryant, who signed a massive seven-year $182 million contract with the Colorado Rockies in 2022, has struggled to stay on the field.

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Injuries have limited the former MVP to only 159 games in three seasons.

Why Kris Bryant is Using a Baby Blue Glove During Spring Training
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Bryant has a solid batting average of .276 when healthy, but his production hasn't come close to matching his superstar salary.

Despite the struggles of both men, Bryant and Baez remain cherished figures in Chicago Cubs history.

Their legacies in The Windy City will not be defined by their bloated contracts elsewhere but by their contributions to a team and fanbase that hadn't celebrated a championship in over 108 years.

For complete rankings of the worst contracts going into 2025, check out Bleacher Report.

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