All in? “He was all out.” Skip Bayliss’s Dallas Cowboys choice astounds supporters, and it all comes down to one man.

In the world of sports commentary, few personalities spark as much debate and intrigue as Skip Bayless. The longtime media figure, known for his provocative takes and unapologetic opinions, has made a name for himself as both a polarizing and captivating voice in the world of sports analysis. Bayless’ opinions on the Dallas Cowboys have been a consistent fixture of his career, often leading to impassioned responses from both supporters and detractors alike. But in the lead-up to the 2025 NFL season, Bayless made a declaration about the Cowboys that has left fans stunned, perplexed, and questioning the direction of their beloved team. In a bold and unexpected turn of events, Bayless has proclaimed that the Cowboys’ Super Bowl hopes are “all out,” and the reason for his drastic shift in perspective comes down to one man: Dak Prescott.

Bayless’ relationship with the Cowboys has always been complex. As a Texas native and lifelong Cowboys fan, he has both praised the team for its history and potential while also relentlessly criticizing them for their failures. His relationship with Prescott, in particular, has been a long-running saga. The two-time Pro Bowler’s rise to prominence as the face of the franchise has often been met with praise from Cowboys supporters, while Bayless, ever the skeptic, has consistently questioned Prescott’s ability to lead the team to a championship. However, this time, Bayless’ comments have taken a more drastic turn, signaling that the Cowboys’ window for a Super Bowl has closed—for him, at least—and the blame lies squarely at Prescott’s feet.

Bayless’ Shift: From Optimism to Dismay

Skip Bayless is no stranger to bold statements, but his recent choice regarding the Dallas Cowboys’ future has left many fans flabbergasted. In previous seasons, Bayless had often championed the Cowboys, claiming that they had the talent and coaching to make a deep playoff run. While he was occasionally critical of Prescott’s decision-making and big-game performances, Bayless would often defend the quarterback, citing his ability to put up impressive numbers and his overall skill set. However, after an especially frustrating 2024 season, Bayless seemed to have had enough.

In a segment on his popular FS1 show, Undisputed, Bayless shocked viewers when he declared that he was no longer confident in the Cowboys’ ability to win a Super Bowl under Prescott’s leadership. “I’ve been all in for years, I really have,” Bayless admitted. “But at this point, I have to say it. He was all out. Dak Prescott is not the guy who’s going to take this team to a championship.”

The implications of Bayless’ statement were immediate. For years, Prescott had been the face of the Cowboys’ offense. Despite facing criticism for inconsistent performances in big moments, he had consistently put up strong regular-season numbers and been lauded for his leadership on and off the field. Bayless’ statement, then, wasn’t just a critique of Prescott—it was a full-on declaration that the Cowboys’ Super Bowl window had closed. Prescott, in Bayless’ eyes, simply wasn’t good enough to take the team over the hump.

It’s worth noting that Bayless’ criticisms of Prescott are not new. He’s been a vocal skeptic of the Cowboys’ quarterback for years, especially when it comes to his ability to perform in high-pressure situations. In particular, Prescott’s struggles in playoff games—especially his costly mistakes and inability to win key games—have been a frequent target for Bayless. However, this latest statement represents a more decisive, unequivocal stance on Prescott’s limitations. Bayless’ criticism was not just about one game or one season, but a broader assessment of Prescott’s ability to lead a championship-caliber team.

Dak Prescott: The Weight of Expectations

To fully understand the weight of Bayless’ statement, it’s important to dive deeper into the expectations surrounding Dak Prescott and how those expectations have evolved over the years. When Prescott was drafted in the fourth round of the 2016 NFL Draft, few expected him to rise to the level of superstardom. However, after an impressive rookie season in which he threw for over 3,600 yards and 23 touchdowns, Prescott quickly became the face of the franchise. His strong leadership qualities, calm demeanor, and ability to perform under pressure endeared him to Cowboys fans, and many believed the team had finally found a long-term solution at quarterback after years of searching post-Tony Romo.

Since then, Prescott has had plenty of ups and downs, but overall, his career numbers have been impressive. As of 2024, Prescott had thrown for over 28,000 yards, 180 touchdowns, and maintained a career passer rating of 97.5. Despite those stats, his postseason success has been lacking, with only two playoff wins to his name. In particular, Prescott has struggled with turnovers in big games, and his inability to deliver in key moments has often been his biggest criticism.

The narrative surrounding Prescott has always been centered on his ability to “elevate” the Cowboys and deliver the ultimate prize: a Super Bowl championship. In recent seasons, expectations around the team have risen, fueled by an elite defense led by Micah Parsons and a strong supporting cast on offense. The 2024 season, in particular, was seen by many as the Cowboys’ best chance to win it all, given the team’s overall talent level. Yet, once again, Prescott failed to deliver in the postseason, with a lackluster performance in the divisional round that saw the Cowboys fall short against the Philadelphia Eagles.

In Bayless’ eyes, Prescott’s repeated failures in clutch situations have made it clear that he is not the quarterback who can lead the Cowboys to a Super Bowl. Bayless pointed to Prescott’s poor decision-making, his inconsistency in the biggest games, and his tendency to struggle in high-pressure moments as evidence that the Cowboys’ championship aspirations were doomed as long as he remained at the helm.

“Great quarterbacks don’t lose games in the way Dak Prescott does,” Bayless said. “He has the talent, but when the game is on the line, he crumbles. That’s why I’m all out.”

Bayless’ comments resonated with some Cowboys fans who have similarly expressed frustration with Prescott’s inability to rise to the occasion. In a fanbase that is desperately hungry for success and hungry for a return to the glory years of the ’90s, Prescott’s failures in the postseason have only added fuel to the fire of criticism.

The Weight of the Dallas Cowboys’ Championship Expectations

For the Cowboys, a team that has experienced decades of mediocrity after their last Super Bowl win in 1995, the weight of expectations is unbearable at times. Dallas fans are used to seeing their team touted as a Super Bowl contender each season, but the postseason results have rarely matched the hype. From Tony Romo’s playoff heartbreaks to Prescott’s own struggles, the Cowboys have consistently found ways to fall short when it matters most.

Bayless’ declaration, however, cuts to the heart of the Cowboys’ current dilemma. For years, the team has been searching for a quarterback who can take them to the promised land. Prescott, for all his regular-season success, has not been able to prove himself in the playoffs. The roster has been built with an elite defense and a strong supporting cast, but until Prescott can prove he can lead the team to a Super Bowl, the Cowboys will continue to be a team that falls short of expectations.

Bayless’ comments reflect the deep disappointment that many Cowboys fans feel after each playoff failure. The team has invested heavily in talent, but the quarterback position remains the linchpin of a Super Bowl run. Prescott, it seems, has reached a breaking point for many observers, who no longer view him as the answer. For Bayless, who has closely followed the Cowboys for decades, Prescott’s inability to perform in key moments has made it clear that the window has closed. Without a quarterback capable of elevating his game in January and February, the Cowboys’ Super Bowl hopes remain distant.

Will Prescott Ever Deliver for the Cowboys?

The question now is whether Prescott can overcome his postseason struggles and silence his critics, including Bayless, who have long doubted his ability to lead the Cowboys to the ultimate prize. For all of Prescott’s regular-season success, he’s now at a crossroads. If the Cowboys are to ever break through and capture that elusive sixth Super Bowl title, it will be up to Prescott to prove he can deliver when it matters most.

The 2025 season will be a pivotal one for Prescott, as the team has built a roster that is ready to contend. The defense is stacked, the offense has playmakers at key positions, and the coaching staff is firmly in place. All that remains is for Prescott to shake off his postseason demons and play at the level necessary to win a championship.

As for Skip Bayless, his comments are a reflection of the frustration that has built up over years of playoff disappointment. His “all out” declaration may serve as a wake-up call for both Prescott and the Cowboys. If Prescott can’t rise to the occasion in 2025, Bayless’ skepticism will prove justified. And for Cowboys fans, the cycle of hope and heartbreak will continue until they find a quarterback who can finally lead them to a Super Bowl victory.

For now, the ball is in Prescott’s court. The clock is ticking, and the pressure has never been greater. Bayless may be “all out,” but Prescott still has a chance to prove his doubters wrong and deliver the Super Bowl that Dallas has been waiting for.