The Cubs have made a number of moves to push in towards a return to the postseason in 2025 after missing the playoffs in five of the last six seasons and not winning a playoff game since the club’s NLCS loss to the Dodgers back in 2017. After decent showings the past two seasons, both of which saw the club finish with 83 wins, the Cubs have gotten more aggressive in their efforts to improve. While the additions of Matthew Boyd and Colin Rea to the rotation mix, Ryan Pressly and Ryan Brasier to the bullpen, as well as Jon Berti and Carson Kelly to the bench are all more or less par-for-the-course moves for the Cubs in recent years, they made a major splash by swinging a trade with the Astros for Kyle Tucker.
The acquisition cost was steep, as they gave up top third base prospect Cam Smith as well as All-Star third baseman Isaac Paredes and young right-hander Hayden Wesneski, but the acquisition of Tucker was a major upgrade for the lineup relative to Cody Bellinger and figures to provide the Cubs with an impact star who can anchor their lineup. Tucker’s slated to become a free agent after the 2025 season, however, and while youngsters Owen Caissie and Kevin Alcantara are waiting in the wings at Triple-A as potential replacements for Tucker in 2026 it would be an incredibly tall order to expect either youngster to become the sort of to player Tucker has fashioned himself into.
With the club having already given up substantial assets to just land one year of Tucker, the minds of many fans immediately go to an extension. It’s far from uncommon for star players traded just before their final year of team control to promptly extend their stay with that new club, with Francisco Lindor, Paul Goldschmidt, and Mookie Betts among the most notable star position players to work out long-term extensions shortly after being traded. With that being said, it doesn’t always work out that way as the Yankees found out when they gave up a massive haul for one year of Juan Soto’s services last winter only to watch him depart in free agency back in December.
Soto’s record-shattering $765MM deal won’t be an even remotely realistic target for Tucker, who will crucially head into free agency three years older than this offseason’s star free agent. Even so, that massive contract figures to raise the bar at least somewhat on the price tag for Tucker’s services. After all, both lefty-swinging right fielders are among the most valuable outfielders in the game over the past few years. Tucker’s 19.1 fWAR since the start of the 2021 season trails Soto’s 24.6 figure, but that’s with Tucker having missed half of the 2024 campaign due to a shin injury. Tucker lacks Soto’s generational plate discipline, but the former’s .280/.362/.527 slash line is in at least the same ballpark as Soto’s .279/.423/.520 slash line.
As previously mentioned, Soto’s youth and stronger overall offensive contributions mean his deal will greatly eclipse Tucker’s. Even so, it’s wholly reasonable to think that Tucker could exceed the $330MM guarantee Bryce Harper landed with the Phillies prior to the 2019 season and even Aaron Judge’s $360MM guarantee from the 2022-23 offseason. With major market clubs like the Dodgers, Yankees, and Giants all poised to have a hole in the outfield next winter, it’s not hard to imagine the bidding for Tucker’s services surpassing $350MM or even reaching $400MM so long as he’s healthy and as productive as expected this year. Signing a player to that sort of deal would be completely unprecedented for the Cubs, who have never signed a player for more than the $184MM deal they gave to Jason Heyward prior to the 2016 season, and it seems unlikely that a Tucker extension would come at much of a discount.
While doubling the franchise’s record contract would be a bold move, its one the Cubs should be able to afford. Despite playing in one of the league’s largest markets, Chicago has tended to treat the first luxury tax threshold as something of a hard cap in recent years. That first threshold will sit at $244MM in 2026, when RosterResource projects the club to have just $136MM in guaranteed contracts on the roster. That’s before likely raises for arbitration-eligible players like Justin Steele and a decision on Shota Imanaga’s deal that seems likely to raise the southpaw’s salary, but there should at least theoretically be plenty of room in the budget for a Tucker extension even after considering those factors should the Cubs wish to work one out.
There’s plenty of reasons to wonder if the Cubs would really have the appetite to sign Tucker to a massive contract, however. As noted by The Athletic’s Patrick Mooney, the Cubs appear to be acting quite cautiously when it comes to guaranteed contracts that extend beyond the expiration of the current collective bargaining agreement in 2026. At the moment, Imanaga and Dansby Swanson are the only two players the club has guaranteed money to beyond the 2026 campaign. Even that ignores the possibility that Imanaga is allowed to opt out of his deal after the 2025 and ’26 seasons, which will depend on whether or not the Cubs are willing to pick up a series of club options that would extend his stay with the club through the end of the 2028 campaign.
One other potential wrinkle in the situation is Chicago’s pursuit of Tucker’s longtime teammate Alex Bregman. The Cubs have emerged as one of Bregman’s suitors over the course of the past month, and while they’re generally viewed as only interested in adding Bregman on a shorter-term deal (as was the case with their pursuit of Bellinger last winter), it’s at least possible that the club signing Bregman to a deal that guarantees upwards of $30MM annually could leave them uninterested in adding another high-dollar contract like the one Tucker figures to command.
What do MLBTR readers think about the situation? Will the Cubs and Tucker work out an extension before he reaches free agency in November? Or will Tucker follow in the footsteps of Soto and hit the open market? Have your say in the poll below:
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