The Cubs know they need help all over the pitching staff this winter, but the bullpen is the spot that keeps jumping to the front of the line. Last season, it was held together piece by piece, and if Chicago gets what it wants this offseason, it should come away with another legitimate high-leverage arm.
David Bednar is one name that fits that need. There’s just one catch: the Yankees may be about to make him more expensive.
According to the New York Post’s Jon Heyman, New York is expected to extend Bednar a qualifying offer as the club sorts through those decisions. If that happens, any team that signs him would be taking on draft-pick compensation, along with a possible hit to international bonus pool money. For the Cubs, that adds another layer to an already tricky pursuit.
Bednar has been on Chicago’s radar in a loose way for years. He spent a long stretch as the shutdown closer at the back end of the Pirates’ bullpen, and when he ran into trouble in 2024, there was at least some thought that the Cubs could try to buy low in a trade with a division rival. That never happened.
Instead, Bednar bounced back in Pittsburgh in 2025, putting up a 2.37 ERA before the Pirates moved him to the Yankees at the deadline. He kept rolling after the trade, posting a 2.47 ERA with 35 saves this season. His fastball lived in the middle 90s, and he struck out more than 27% of the hitters he faced.
That kind of profile is exactly what Chicago was missing for much of last season. A pitcher like Bednar would give the Cubs a clear closer and shift Daniel Palencia, Ryan Zeferjahn, and Jacob Webb down the pecking order. Given how often Craig Counsell had to scramble late in games in 2026, that could be the cleanest way to reshape the back end of the bullpen.
The qualifying offer complication doesn’t necessarily take Chicago out of the mix, though. The Cubs are expected to make one to Seiya Suzuki, and if he declines, they would be in position to land a draft pick after the fourth round of the 2027 MLB Draft. That could soften the blow if the front office decides Bednar is worth the cost anyway.
In Other News...
Cubs Could Benefit If Dodgers Finally Start Cutting Costs
The Dodgers have spent years operating like a team with no real roster ceiling, but this offseason could force a more careful look at the books. If payroll pressure and the possibility of a new salary cap start to reshape their plans, a few familiar names could surface in trade talks, and that is the sort of development front offices around the league, including the Cubs, keep a close eye on.
For Chicago, the appeal is obvious: when a star-heavy team even hints at trimming costs, useful players can become available where they were never expected to be. Teoscar Hernandez, Alex Call, Emmet Sheehan and Hyeseong Kim are among the Dodgers players mentioned as possible trade candidates, though any move would depend on health, fit and how Los Angeles wants to balance its roster. For the Cubs, it is the kind of market opportunity that can open quietly and change quickly. [Read more 🡒]
Cubs Can't Afford Another Jed Hoyer Pitching Gamble To Be The Answer
The Cubs are already staring at another winter defined by pitching uncertainty, and Dustin May has emerged as one more possible name in the mix. After spending the 2026 season with the Cardinals and Brewers, he is available as a free agent, and the appeal is easy to understand: there is still enough talent in his arm to make evaluators believe there is upside to tap into if the right environment is there.
But Chicago cannot treat him like the entire answer, not with the rotation picture looking so unsettled for 2027. Mays recent struggles make him sound more like a developmental project than a safe fix, which only works if the Cubs have already addressed the bigger-ticket items on the market. The front office can take on a reclamation arm, but only if it has first done the harder work of building a staff that does not depend on another gamble paying off. [Read more 🡒]
Kris Bryant Just Got Another Brutal Sign About His Baseball Future
Kris Bryants career arc has turned into one of the tougher cautionary tales in recent baseball memory, especially for Cubs fans who still remember the peak years when he was an MVP and a centerpiece in Chicago. After injuries and a trade to San Francisco, his path took another turn with a seven-year deal in Colorado, but health problems have continued to pile up, most notably degenerative disc disease that kept him out for the entire 2026 season.
Now the Rockies are operating as if Bryant will not be part of their roster plans moving forward, a stark sign of how far things have shifted. President Paul DePodesta said the club is making moves with Bryant unavailable, and there has been no update on any contract restructuring, leaving his baseball future hanging in the same uncertain space that has defined so much of the last few years. [Read more 🡒]
