Dak Prescott will “get involved” in the George Pickens negotiations if he has to
After a second consecutive losing season, the Dallas Cowboys have shown they are trying to do things differently. It started with letting go of Matt Eberflus and breaking the requirement that a defensive coordinator have previous head-coaching experience. The hiring of Christian Parker feels like the winds are changing. Hopefully, that can lead to an all-too-familiar business practice related to contract extensions in Dallas.
Over the last few years, the Cowboys’ front office has dragged out contract extensions with their star players to the point of exhaustion. It happened with CeeDee Lamb and Dak Prescott in 2024, and it happened with Micah Parsons in 2025 before he was traded. The next star player up for a new deal is All-Pro wide receiver George Pickens.
While there have been no discussions of a new deal as of Monday, the Cowboys have made it known they’d like to keep Pickens in Dallas beyond the 2026 season. That doesn’t mean the team won’t use the franchise tag in the meantime to allow negotiations to extend past the start of free agency. But will the front office forego their usual approach of long-winded contract talks and get the deal done sooner? Dak Prescott sounds like he’s willing to apply a little pressure if needed, telling Clarence Hill he would get involved if he needs to but has trust that things will get done.
In the past, Prescott has usually kept to himself when it comes to other players and their money. However, Pickens played a vital role in the offense this year, leading to one of Prescott’s best seasons as a pro. A player like that will earn the backing of the franchise quarterback.
Prescott, who turns 33 years old in July, is closer to the end of his football career than the start of it. If he wants to win a Lombardi Trophy before his playing days are done, then the math is simple to him—having Pickens on offense only makes the team better. Letting him walk or miss the entire offseason of workouts will only hurt the team. You don’t have to go back far to see what gridlocked negotiations can do to a quarterback’s chemistry with his wide receiver (2024).
The Cowboys franchise star is willing to change his usual tune and become more vocal if he has to. The hope is he won’t have to if the front office continues its course correction and gets a deal done with Pickens way before the start of offseason workouts.
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