Two Former Chicago Cubs World Series Heroes Seen As Players With Worst Contracts

The Chicago Cubs are searching for ways to get back into World Series contention.

Since they won the title in 2016, they have progressively gotten further and further away from that point, losing in the NLCS the year after, being eliminated in the Wild Card round after that, and not making the playoffs in a full season since.

It’s been frustrating for Cubs fans.

When the organization decided to pull the plug on the championship core by trading those players away, the hope was they would get enough young prospects back who would develop into Major Leaguers at the same time so they could repeat what happened in the past.

While that’s seemingly happening right now, the refusal by ownership to spend money has caused this team to miss the playoffs the past four years in a row.

Some in the fan base might have even preferred for Chicago to hold onto the World Series heroes for a bit longer despite the clear struggles that were starting to take place from a few of them.

Fast forwarding to now, there are two players from that Cubs roster, Kris Bryant and Javier Baez, who Joel Reuter of Bleacher Report lists as having the worst contracts in Major League Baseball, something this franchise is likely very happy they avoided.

On Reuter’s list of 10, Bryant comes in at No. 2.

“Bryant ultimately signed a seven-year, $182 million deal with the Colorado Rockies, who were seemingly bidding against themselves at that asking price and were by no means one splashy signing away from being contenders. That contract now looks like a legitimate contender to go down as the least productive $100 million deal ever handed out, as injuries have limited him to 159 games and minus-1.3 WAR over his first three years in Colorado,” he writes.

It’s an unfortunate reality to what started out as one of the greatest careers of all time with an NL Rookie of the Year and NL MVP award won in back-to-back years while also helping this storied franchise break their World Series drought.

But, with $108 million left over four years for a player who has slashed .250/.332/.381 and produced an OPS+ of 89 while missing 327 out of the 486 possible games, that contract has been a disaster.

Baez wasn’t too far off on Reuter’s list, though.

The slugging shortstop comes in at No. 3 after he has had similar issues since he left Chicago.

“… he signed a six-year, $140 million contract with the Detroit Tigers in free agency and was expected to be a cornerstone of their rebuilding efforts. Instead, the 31-year-old has hit an unsightly .221/.262/.347 for a 71 OPS+ in 1,426 plate appearances over the first three years of that deal, and his already diminished production cratered in 2024 when he hit .184 with a 46 OPS+ in 289 plate appearances before undergoing season-ending hip surgery,” he wrote.

It’s been bad for Baez as well, and likely the only reason he isn’t higher on the list than Bryant is because he has actually been on the field.

The Cubs are looking for ways to achieve the same level of success they had when these two players were key parts of their roster, but they certainly are happy they aren’t the ones paying this money and getting these results.

Related Posts

🚨RED SOX CHAOS ERUPTS: The Boston Red Sox are at the center of a full-blown storm after a former manager launched a furious attack—accusing a “traitor” player of on-field sabotage and a behind-the-scenes plot that derailed the 2026 season.

The “shining” world of the American League has officially “collapsed” into a “vicious” firestorm of “vile” accusations and “calculated” character assassinations. In a SHOCKING disclosure that has…

BREAKING NEWS: After the Boston Red Sox’s 3–1 win over the Houston Astros, the biggest hit of the night didn’t come from the diamond — it came from Michael Kay….

BOSTON – The final score read Boston Red Sox 3, Houston Astros 1 on a crisp night at Fenway Park, but the real fireworks exploded long after the…

🚨 UPDATE : Padres shake up the lineup — Gavin Sheets gets the start while Nick Castellanos is suddenly out, leaving fans questioning the strategy heading into a crucial clash with the White Sox, a late twist that could impact the entire game flow 👇👇👇

The San Diego Padres are in the midst of a season-high three-game losing streak. After dropping the final two games of their series against the Chicago Cubs,…

🚨 BOMBSHELL : Red Sox just shattered their championship blueprint — firing Alex Cora signals a ruthless pivot that has fans stunned and the entire league questioning what comes next, a bold reset that could redefine Boston’s identity overnight 👇👇👇

In an unexpected and bold move, the Boston Red Sox have fired manager Alex Cora, a decision that has rocked the franchise and sent shockwaves throughout Major…

🚨 UPDATE : Yankees drop a major Giancarlo Stanton update just before facing the Orioles — fans on edge as his status could dramatically reshape the lineup and swing the series momentum, a key moment with big implications 👇👇👇

Getty NEW YORK, NEW YORK – OCTOBER 08: Giancarlo Stanton #27 of the New York Yankees speaks to the media before game four of the American League…

🚨 UPDATE : Cubs deliver a major Nico Hoerner injury update just hours before first pitch — fans holding their breath as the team reveals his status and what it means for the lineup moving forward, a crucial moment that could shift Chicago’s momentum 👇👇👇

Getty Nico Hoerner #2 of the Chicago Cubs runs to first base against the Los Angeles Angels at Wrigley Field on March 30, 2026 in Chicago, Illinois….