Dallas Cowboys Are Reportedly Negotiating Blockbuster Trade “AS WE SPEAK” With Cleveland Browns Involving Dak Prescott

Dallas Cowboys quarterback Dak Prescott on the benchDallas Cowboys quarterback Dak Prescott (Brett Davis-Imagn Images)
Is Dak Prescott on the move?

A local Cleveland sportscaster claims the Browns and Dallas Cowboys are working on a trade involving Dak.

The Dallas Cowboys and quarterback Dak Prescott agreed to a record-breaking contract extension in 2024.

However, Bruce Drennan claims the Cowboys and Cleveland Browns are working on a deal behind the scenes that would send Prescott to Cleveland.

Drennan is claiming he has a reliable source in the organization and adds that Cleveland would send cornerback Greg Newsome II and draft compensation to Dallas in exchange for Prescott.


The Browns have been in quarterback purgatory for decades.

They thought they had it all figured out when they traded for Deshaun Watson. To pull off the trade, the Browns gave away six draft picks. He was then signed to a record $230 million guaranteed contract.

That turned out to be the worst contract signing ever.

Dak Prescott inked a four-year deal with the Dallas Cowboys worth $240 million. His contract includes a $80 million signing bonus and guarantees totaling $231 million.

Dallas Cowboys Insider Rips Claim of Dak Prescott Being Traded

Nov 3, 2024; Atlanta, Georgia, USA; Dallas Cowboys quarterback Dak Prescott (4) walks off the field after a game against the Atlanta Falcons at Mercedes-Benz Stadium. Mandatory Credit: Brett Davis-Imagn Images
The stove is absolutely red hot right now, as strong rumors are swirling about the Browns and the Cowboys.

Bruce Drennen, host of the Cleveland sports talk show “Big Time with Bruce Drennan,” shared a bombshell rumor with his live-streaming audience.

“The Browns are negotiating as we speak with the Dallas Cowboys for a trade with Dak Prescott.”

Dallas insider Nick Harris was not going for it.

“I really wish people would do a lick of research when they “hear” things like this. There are a million reasons why this would never work for both sides,” he said in response.

Dallas Cowboys Projected To Make Blockbuster Move For A QB At 2025 NFL Draft

Dak Prescott and Jerry Jones talking. The team is predicted to draft Jalen Milroe.Dak Prescott and Jerry Jones (Credit: Kyle Terada-USA TODAY Sports)
The 2025 NFL quarterback draft class is headlined by Miami’s Cam Ward, Colorado’s Shedeur Sanders and Ole Miss’ Jaxson Dart, with the next tier including Alabama’s Jalen Milroe, Oregon’s Dillon Gabriel and Ohio State’s Will Howard.

Ward and Sanders are virtual locks to go in the first round, and likely Dart as well. Of course, Dak Prescott (a 2016 fourth-round pick), Jalen Hurts (a 2020 second-round pick), Kirk Cousins (a 2012 fourth-round pick) and Brock Purdy (2022 Mr. Irrelevant!) are prime examples of how you can find a franchise QB after day one.

The Cowboys handed Prescott a four-year contract extension worth $240 million before their Week 1, 2024 opener against the Cleveland Browns. But could Jerry Jones pull off a big-time surprise at the draft and take Prescott’s successor?

Jeff Risdon of USA Today’s Draft Wire website published a new 2025 two-round NFL mock draft. Rison predicts that the Cowboys will use the No. 44 selection in round two on Jalen Milroe.

Taking a quarterback in an early round wouldn’t at all signal an “all-in” approach. But Jones hit the jackpot when he used a 2016 fourth-round pick on Prescott, not knowing at the time that he would have a historic rookie year after Tony Romo went down with an injury.


Jalen Milroe is widely projected to be a second-round pick. If Dallas has their eyes on the Alabama QB, there’s a possibility they’d have to trade up to get him.

Jalen Milroe Would Be An Enticing Fit In Dallas

Jalen Milroe (Photo by Jason Clark/Getty Images)
Milroe emerged as a dynamic dual-threat quarterback over his last two seasons as Alabama’s starting quarterback. In 2023 and 2024, he threw 39 total touchdowns and compiled 32 rushing scores.

If Milroe landed in Dallas, he’d have CeeDee Lamb and one of the league’s best offensive lines to work with. If Prescott got injured or struggled down the stretch, it would be interesting to see a polarizing prospect like Milroe get his chance to shine on America’s Team.

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