The Cubs are still searching for answers in a bullpen that has leaned on reclamation projects and temporary fixes, and the latest name to hit the market could fit that same mold. Pittsburgh’s roster squeeze opened the door when the Pirates designated Dennis Santana for assignment, putting a reliever with closing experience into play ahead of the Aug. 3 deadline.
Chicago has already cycled through a few low-cost bets to try to stabilize the relief corps, including Drew Pomeranz, Aaron Civale and a brief run with Jake Woodford. None has fully solved the problem, which is why another buy-low option makes sense if the Cubs want to keep taking shots before the deadline forces bigger decisions.
Santana, 30, is due to become a free agent after the season, so there is little downside in trying to grab him on waivers or signing him if he clears. He is making $3.5 million this year, and more than $2 million of that has already been paid by Pittsburgh.
The numbers explain why he was cut loose. Santana has a 6.05 ERA and 5.48 FIP this season, and the command problems that dogged him earlier in his career have shown up again. Outside of his knack for drawing swings on pitches out of the zone, he has not offered much in 2026.
That makes his 2025 season stand out even more. Santana finished with 16 saves and a 2.18 ERA after stepping into leverage work following the trade of David Bednar. He was also one of the few pitchers in the league to post a positive run value with his fastballs, off-speed pitches and breaking balls, thanks in part to one of the deeper arsenals you’ll see from a true reliever.
He would not be handed the closer job in Chicago based on this year alone, but he could still work his way into Craig Counsell’s trust quickly. Daniel Palencia has missed more time than not this season, and he has not been quite as electric in the ninth inning as his World Baseball Classic showing suggested he would be.
The Cubs still need more established relief help, but if they are going to keep betting on pitchers with a track record, Santana is exactly the kind of name worth a look.
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Cubs Suddenly Have A Matt Shaw Problem At The Worst Time
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Now the timing is getting awkward. Chicago would prefer to keep building around young, versatile players like Shaw, but his recovery is moving cautiously and the club has to sort out its roster plans while the deadline pressure builds. Even if the short-term answer is patience, the bigger question is how soon the Cubs can get him back into the mix and whether they can afford to wait with so much at stake. [Read more 🡒]