Adam Wainwright Reflects on Cardinals-Cubs Rivalry Amid NL Central Rebuild

Even in retirement, Adam Wainwright’s devotion to the St. Louis Cardinals is unwavering. The 19-year veteran spent his entire MLB career with the franchise, earning three All-Star selections, two World Series titles, and a reputation as one of the most dependable pitchers of his era. His consistency and postseason success cemented him as a cornerstone of Cardinals baseball.

During his tenure, Wainwright and the Cardinals dominated the NL Central, capturing eight division titles and making the playoffs 12 times between 2005 and 2023. Only twice in nearly two decades did the team finish with a losing record, in 2007 and again in 2023. Such sustained success made Wainwright a proud representative of the team’s legacy.

With that history, it’s little wonder that the sight of Cubs merchandise still provokes a strong reaction from Wainwright. The rivalry between St. Louis and Chicago has always been intense, and Wainwright’s competitive fire hasn’t cooled with retirement. His loyalty reflects both pride in his own team and the enduring animosity toward their division rivals.

Even as the Cardinals navigate a rebuilding phase, Wainwright remains an outspoken supporter. He appreciates the friendly competitiveness of the Midwest rivalry, yet he has no shortage of critical opinions when it comes to Cubs fans crossing his path.

1. A Lifetime in St. Louis

Wainwright’s 19-year career with the Cardinals was defined by stability and success. He became a symbol of the franchise, representing consistency both on the mound and in the clubhouse. His career numbers and accolades reflect a pitcher who thrived in high-pressure moments, especially in the postseason. The Cardinals’ dominance in the NL Central was a hallmark of Wainwright’s era. Division titles in eight seasons and consistent playoff appearances made St. Louis a team that opponents feared year after year. Wainwright was integral to that sustained success, often elevating his performance during critical games. Beyond the statistics, Wainwright’s leadership resonated off the field. Younger pitchers and position players looked to him as a model of professionalism and composure. His presence helped maintain a winning culture throughout nearly two decades. Even after his retirement, Wainwright continues to embody the Cardinals’ ethos. His pride in the franchise and its history informs his opinions on the present state of the team and the division as a whole.

2. Cubs Rivalry Remains Fierce

For Wainwright, the Chicago Cubs are the ultimate rival. Seeing Cubs logos or merchandise triggers an immediate, visceral reaction—a mix of playful disdain and genuine competitive spirit. He describes the rivalry as uniquely Midwestern: polite yet deeply passionate, unlike some of the more overtly hostile rivalries on the East Coast. “The Cubs are our biggest competitor in the division,” Wainwright said on the Wake Up Barstool podcast. “There’s this cordial Midwest love-hate relationship, unlike the East Coast, where it’s more cutthroat. But when I see a Cubs hat, I just get that instant ‘ugh’ reaction.” This rivalry is rooted in decades of competition. Games between the Cardinals and Cubs have long carried implications for playoff positioning and divisional bragging rights, adding fuel to Wainwright’s enduring opinions. Even now, he keeps the competitive flame alive, reminding fans that history and pride still matter. For Cardinals supporters, Wainwright’s sentiments reinforce the cultural significance of the rivalry. It’s a defining feature of the franchise, and his commentary keeps fans engaged, even as the current team undergoes a rebuilding process.

3. Looking Ahead in the NL Central

The Cardinals are currently in the midst of a youth-driven rebuild. After missing the postseason for three straight seasons, the team faces a challenging path to return to contention. The NL Central remains competitive, with the Brewers, Cubs, and Reds all reaching the playoffs in 2025, and the Pirates boasting top prospects like Paul Skenes. Despite these challenges, Wainwright remains optimistic about the future. As the team’s young talent develops, he anticipates the rivalry with Chicago will regain its intensity. His faith in the franchise’s long-term success reflects both his loyalty and understanding of baseball cycles. For now, the Cardinals’ current struggles serve as a reminder that even legends like Wainwright must watch from the sidelines. Yet his insights and ongoing presence in the fan community ensure that the competitive spirit and the storied rivalry with the Cubs remain alive and well. Ultimately, Wainwright’s commitment to the Cardinals extends beyond his playing days. His reflections on the Cubs, the division, and the team’s future underscore the enduring bond between a franchise icon and the city he represented for nearly two decades.