The St. Louis Cardinal at a Crossroads in 2026: Who Faces the Ultimate Rise or Fall?
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I think the one Cardinal who stands the most to gain financially is Dustin May. If he bounces back from his injuries and becomes a solid mid-rotation starter again, he’ll be a valuable free agent if he declines the mutual option after the season with the Cardinals. Depending on how the St. Louis season goes, he could also be a prime trade deadline candidate for a contender if the Cardinals aren’t.
Masyn Winn could be viewed as a player that stands a lot to gain in 2026. For the first time in a year or two, Masyn is expected to start the season healthy. If he adds more offensive pop to his gold glove defense, he has the opportunity to be considered for a valuable long-term extension if he doesn’t seek more wealth in the free agent market a few years from now.
Alec Burleson is another player that could gain elevated status on the roster if he backs up his Silver Slugger performance of 2025. He signed a one-year $3.3 million dollar deal with the Cardinals for 2026 to avoid arbitration and is set to become a free agent after the 2028 season. The 2026 season could lead to several outcomes for Alec. He could be a trade deadline target, an extension possibility for the Cardinals or cash in on a nice free agent deal a few years from now if his bat continues to improve.
Matthew Liberatore has the chance to establish himself as a top of the rotation starter if he takes his game to the next level during the upcoming season. Riley O’Brien could develop into one of the NL’s top closers with a great 2026 although the mild calf strain he’s experienced already during Spring Training isn’t a great start. I could go on and on as the St. Louis Cardinals 2026 season is nothing if not a fertile field for opportunities. Who on the St. Louis Cardinals roster do you think has the most to gain or lose in 2026? The possibilities are nearly endless.
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