The Cubs’ offseason could turn into a balancing act fast. Chicago still has a Wild Card race to manage, but once the season ends, the front office will be staring at a roster with a lot of moving parts - and a pitching staff that needs real help.
That’s where Matt Shaw comes back into the picture.
Shaw was already a trade candidate last winter after the Alex Bregman signing pushed him out of the everyday third base job. The Cubs kept him, shifted him into a utility role, and mostly used him against left-handed pitching. Even with injuries limiting him, he’s given them plenty to like: steady defense around the diamond and a strong 115 wRC+ as a bench bat.
Still, there are reasons to wonder whether this is as good as it gets. His .305 xwOBA points more toward average than impact, and his career 84 wRC+ against righties isn’t the kind of number that plays if a team wants him in the outfield every day.
With the Cubs set to lose their entire current starting rotation to free agency, plus Ian Happ, Seiya Suzuki, and Carson Kelly, they’re going to need help from somewhere. And if the free-agent market stays thin outside a possible shock run at Tarik Skubal, trades may be the cleanest path.
Three teams stand out as possible fits.
Seattle makes a lot of sense on paper. The Mariners already moved Luis Castillo to the White Sox this summer, but even after that deal they still have more starters than they can use.
Kade Anderson has emerged, and George Kirby, Logan Gilbert, Bryce Miller, Bryan Woo, Emerson Hancock, Ryan Sloan, and Logan Evans all factor into a rotation picture that is simply crowded. Kirby and Hancock were both reportedly floated in trade talks over the summer, and those conversations could easily pick back up.
Shaw would fit neatly into Seattle’s needs, especially with the club struggling against lefties and facing a future opening at second, short, and third once J.P. Crawford leaves in free agency.
A future infield of Cole Young, Colt Emerson, and Shaw would give the Mariners a lot to build around.
Toronto is another club that could use him. The Blue Jays went big after the heartbreak of the 2025 season, but the moves haven’t pushed them where they wanted to go, and they look headed for a miss this year.
They’ve already started making sell-side trades, including the deal that sent Kevin Gausman to the Cubs. Chicago had interest in Angels right-hander Jose Soriano before he was traded to Toronto this summer, and they even kept talking with the Blue Jays after that move.
If Toronto wants to rework its offense, the trade market may be the best route. The Cubs could circle back on Soriano, or take a chance on Trey Yesavage after his season was interrupted by injury.
Shaw would give the Blue Jays a right-handed complement to the left-handed Josh Smith, and the two could form a flexible platoon with the ability to cover second base, left field, or third base.
Then there’s the Angels, a team that already crossed paths with Chicago once this summer. A reported Reid Detmers deal never materialized, but the two clubs clearly had real trade discussions, which led to the Moises Ballesteros-for-Ryan Zeferjahn swap.
Neither player has made an impact yet, but a bigger move could be back on the table this winter. Detmers has been even better since the deadline, posting a 1.65 ERA with a strikeout rate approaching 30% over his last eight starts.
He’s become the kind of pitcher the Cubs badly need at the front of their rotation, and if he’s available, they should be ready to pay up. Shaw alone wouldn’t get that deal done, but he could be a useful starting point.
The Angels don’t have much in the way of reliable second or third base options, and they’ve been below average against left-handed pitching this year. Shaw would help on both fronts, giving them a capable infield bat who handles lefties well.
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