The Cowboys are never short on drama. This offseason is shaping up to be no different. Now, the franchise is at a crossroads. And 2025 is shaping up to be a make-or-break year. The team is hungry for success. But will they be bold enough to make the moves they need? Between Stephen Jones hinting at bold roster moves and Deion Sanders stirring the pot… the team has become the talk of the league. The looming question isn’t just about their free agency strategy. It’s whether the father-son duo at the Cowboys’ helm can see eye to eye.

Cowboys EVP Stephen Jones made headlines. And it was about how he addressed the team’s approach to free agency. “We’re going to take a long hard look at how we’ve looked at free agency. And if we need to change some things there, we will,” he said, per Jon Machota. These remarks have ignited speculation about major shifts. Especially with seven starters set to hit the market and limited cap space to retain them. It’s a critical time. Especially for a team that finished a disappointing 7-10 in 2024.

Dak Prescott is carrying a monstrous $90 million cap hit in 2025. Hence, the Cowboys need creative solutions. Restructuring Prescott’s deal is likely, but fans are clamoring for aggressive moves in free agency. Many believe Dallas must target a strong WR2 to complement CeeDee Lamb. Someone, who dominated with another 1,000-yard season in 2024. However, production drops sharply behind him. Besides, Jalen Tolbert managed just 610 yards.

Adding fuel to the fire, rumors are swirling about a potential trade for Rams’ wide receiver Cooper Kupp. Kupp is a former Triple Crown winner. And Lorenzo J. Reyna from Clutch Points suggested that he could provide the offensive spark the Cowboys desperately need. Kupp’s $30 million cap hit and recent injury history raise questions. But he could ease the burden on Lamb and help Dak justify his record-breaking contract, if healthy. Will Dallas take the leap, or will Jerry Jones stick to his conservative ways?

One thing is clear. Change is necessary. The Cowboys’ 27th-ranked rushing offense in 2024 is proof that balance is missing. The upcoming offseason is a chance for the Jones duo to prove they can think outside the box. But not everyone agrees on how that should happen. Meanwhile, the Cowboys’ coaching search brought another layer of drama, thanks to Deion Sanders.

Deion Sanders stirs the pot

Top Comment by AJ J

Both of the Jones need to step down and put experience people with success in place to run the team....more

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Sanders was once considered a serious candidate. And now this has sparked a divide between Jerry Jones and his son Stephen. Reports suggest that Jones had differing opinions on Sanders. Stephen spoke highly of Sanders as a candidate. Meanwhile, Jerry was adamant that Sanders was never a serious option. “[He] already has a job,” Jerry said, signaling the end of the speculation. This conflict raised eyebrows among Cowboys fans.

Stephen had seemingly kept Deion on his radar. However, Jerry had other plans. Many have speculated that Sanders used the Cowboys’ job opening to leverage a better deal at Colorado. A place where his success as head coach has garnered attention. Deion remains committed to building his program at Colorado in the end, though. And the Cowboys have turned to Brian Schottenheimer to take the reins. It was clear from Jerry’s comments that he was not ready to make a splash with a high-profile hire like Sanders. However, history shows that Jerry is never one to shy away from headlines.

Sanders might seem like a missed opportunity. However, the Cowboys’ issues go deeper than coaching. As Spotrac predicts, Micah Parsons is due for a record-breaking contract in 2025. Dallas can’t afford distractions with $37.5 million per year on the table.

Jerry’s bold instincts have shaped the franchise. But Stephen’s pragmatism might be the key to long-term success. Will they strike the right balance in time? The Cowboys have a pivotal offseason ahead. From free agency to internal dynamics… every move will be under the microscope. Whether they rise to the occasion or repeat past mistakes remains to be seen.