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The list of left-handed pitchers to make a start for the Pirates in 2026: Mason Montgomery. That’s it. That’s the…

Danny Demilio of Pittsburgh Baseball Now outlines six potential left-handed starting pitchers for the Pittsburgh Pirates to target in free agency. Pittsburgh lacked a traditional left-handed starter throughout the 2026 campaign, relying only on Mason Montgomery as an opener. With the current 2027 rotation featuring five right-handers, Demilio suggests general manager Ben Cherington could look to acquire a southpaw if the club manages to trade veteran Mitch Keller.
The writer identifies David Peterson, Kris Bubic, Matthew Boyd, Robbie Ray, Martín Pérez, and Patrick Sandoval as viable free agent targets. Demilio notes Peterson and Bubic could seek short-term deals after uneven seasons, Boyd and Ray offer experienced resumes, and former Pirate Pérez presents an affordable reunion candidate.
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