Dak Prescott, the star quarterback for the Dallas Cowboys, is set to have his contract restructured as the team prepares for free agency. In 2024, Prescott signed a lucrative four-year, $260 million extension, but the Cowboys are facing a challenging salary cap situation due to his deal. After the restructuring, Prescott’s cap hit for 2027 is estimated to be around $75.98 million.
Renowned sports analyst Skip Bayless recently issued a warning to Cowboys owner Jerry Jones regarding Prescott’s contract. Bayless emphasized the fact that the NFL operates under a hard salary cap, meaning that every team must eventually pay their debts. With Prescott set to count $76 million against the Cowboys’ cap next year, Jones faces a significant financial burden.
Since being selected by the Cowboys in the fourth round of the 2016 NFL Draft, Prescott has achieved four Pro Bowl selections and led Dallas to the playoffs in five seasons. Despite his success, the quarterback has only secured two postseason victories, putting pressure on him to deliver more success, especially considering the size of his contract.
In the upcoming 2026 NFL draft, the Cowboys hold two first-round picks, the 12th and 20th selections. With the team looking to return to the playoffs after missing out in the last two seasons, Prescott will need to make the most of these draft picks to bolster the roster and improve the team’s chances of success.
To support Prescott, the Cowboys have placed the franchise tag on wide receiver George Pickens for the 2026 season, ensuring that Prescott will have his favorite offensive weapon from the previous year. This move aims to provide Prescott with the necessary tools to succeed and elevate the Cowboys’ offense.
As the Cowboys gear up for the upcoming season, all eyes will be on Dak Prescott to deliver results on the field and justify his hefty contract. With the pressure mounting, Prescott will need to showcase his talent and lead the Cowboys back to playoff contention. Only time will tell if Prescott can rise to the challenge and fulfill the expectations placed upon him.
