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So, here we go again—Dak Prescott, with that unmistakable glint of steely-eyed confidence, declares the Dallas Cowboys are headed straight to the NFC Championship game. Bold? Absolutely. Likely? Well, that’s where things get… spicy. Because if you ask Skip Bayless—yes, that Skip, ever ready with a sharp barb and skeptical raise of the eyebrow—the whole idea might just be a bit of bravado rather than bona fide belief. It’s a lively clash of optimism and hard-nosed critique, fueled by fresh takes from The Athletic and a chorus of NFL coaches who aren’t exactly handing out gold stars to Prescott’s clutch performances. With Prescott’s contract ballooning and postseason woes mounting, one has to wonder: is this confidence a rallying cry or just wishful thinking? Buckle up—it’s going to be quite the season of hopes, doubts, and fiery debates.

Skip Bayless on the ESPN set in Miami, Florida on February 1, 2007. — (Photo by Allen Kee/Getty Images)

The Dallas Cowboys enter the new season with modest expectations from most observers. Few believe this current roster has what it takes to reach an NFC Championship game.

Dak Prescott sees things differently and remains confident he can lead the team to postseason success.

Skip Bayless recently offered his take on Prescott’s bold championship prediction, drawing from fresh evaluations in The Athletic to support his argument.

Bayless referenced Saturday night when Prescott faced the Rams and told them they would see Dallas in the NFC Championship game.

“Was that more Dak false bravado or does he really believe that about this team, this time, this year? I hope he truly believes that, but I doubt it,” Bayless said.

Does Dak really believe the Cowboys will be in the 2025 NFC Championship Game? I doubt it pic.twitter.com/UFUInNnS0z

— The Skip Bayless Show (@SkipBaylessShow) August 14, 2025

The skepticism runs deeper than just one analyst’s opinion. Bayless cited Mike Sando’s annual quarterback rankings, where league coaches offered harsh assessments of Prescott’s abilities.

One offensive coach noted that Prescott often plays beyond his physical limits, which eventually catches up to him in crucial moments.

A defensive coach delivered an even more damning evaluation. He said Prescott has proven he cannot win big games and called it the same story every time.

The coach acknowledged Prescott can perform well during the regular season but tends to struggle in marquee matchups and playoff appearances.

Despite these concerns, Jerry Jones has made Prescott the NFL’s highest-paid player twice.

This comes even with a disappointing 2-5 postseason record that raises questions about his value in critical games.

The Cowboys have restructured Prescott’s contract five times, which many view as poor long-term planning.

His deal briefly made him the league’s highest-paid player last season, a distinction critics argue he has not earned given his playoff track record.

As the season approaches, the debate continues about whether Prescott’s contract reflects his actual performance.

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