Masyn Winn Takes on Leadership Role with Cardinals During Rebuild (2026)

The St. Louis Cardinals are embarking on a rebuild, and amidst this transition, Masyn Winn steps up to the plate with a bold declaration: "I'm going to have to grow up real quick." This statement encapsulates the challenges and opportunities that come with rebuilding a franchise, especially when it involves placing significant responsibility on young players.

Winn, who is set to turn 24 on the cusp of the new season, finds himself in a unique position. While he should be a core part of the Cardinals' future, the question arises: Is it fair to expect him to be a demonstrative leader at such a young age? After all, not every player is ready to step into that role so early in their career.

But here's where it gets controversial... The Cardinals' situation is somewhat self-inflicted. They've reached a point where players like Winn must adapt to new roles, and he seems ready for the challenge. When asked about the potential leadership vacuum, Winn acknowledged his vocal and emotional nature, saying, "I feel like I use those emotions the right way in the clubhouse." He understands the need to step up and fill the leadership gap left by departed veterans.

The clubhouse isn't entirely devoid of veteran presence. Winn mentioned Lars Nootbaar as a potential vocal leader and praised Brendan Donovan's ability to lead by example and calm situations. However, Donovan's future with the team is uncertain, as he remains a hot commodity on the trade block.

Nootbaar, recovering from double heel surgery, will likely miss the season's opening weeks, further complicating the leadership dynamics. With less than 100 days of major league service, starter Michael McGreevy has taken on the role of helping new acquisitions settle into their new city, showcasing the team's commitment to supporting its players.

The Cardinals have a solid foundation of young, eager players ready to step into leadership roles. However, this also presents a challenge. Winn, a recent Gold Glove winner, struggled at the plate last season due to a knee injury. His growth and development will be crucial as he returns as one of the team's most reliable everyday players.

And this is the part most people miss... Winn's growth will be instrumental in mentoring top prospect JJ Wetherholt, who is only six months younger but on the cusp of a career leap similar to Winn's three seasons ago. Despite their age difference, their career trajectories are remarkably similar.

Winn wants Wetherholt to feel comfortable and be himself, creating a supportive environment for the young talent. He understands the importance of fostering a fun and positive atmosphere for his teammate's development.

Most expect Winn and Wetherholt to handle the bulk of up-the-middle reps for years to come. However, there are always obstacles along the way. Winn's early debut means he'll enter the arbitration system after the 2026 season, and if the free agency system remains unchanged, he'll be in a similar position to Donovan post-2027.

It's mind-boggling to think that Winn's free agency clock is already ticking, but it's a reality driven by service time and the Cardinals' competitive timeline. Winn is committed to the Cardinals for the long haul, hoping to see the fruits of their labor and be a part of the team's success.

The players have embraced the new reality in St. Louis, accepting the departures of veteran teammates with a sense of determination. Winn, in particular, has publicly expressed his desire to remain with the Cardinals for potentially another decade and a half in the middle infield.

"I'm going out there to win every game," Winn said, reflecting the competitive spirit shared by his teammates. But the question remains: Can they lead the team to their intended destination, and will the plan bear fruit in time for the current roster to enjoy the rewards?

Jeff Jones
Belleville News-Democrat

Jeff Jones is a freelance sports writer and member of the Baseball Writers Association of America, contributing to various sports platforms.

Masyn Winn Takes on Leadership Role with Cardinals During Rebuild (2026)
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