Well, well, well. Here we go again. Another offseason, another round of Will Jerry Actually Do It? This time, the big rumor floating around is that the Cowboys are shopping Dak Prescott. And not just to any team—but to the Cleveland Browns, a franchise that has spent decades trying to find that guy under center. Sounds crazy? Maybe. But then again, this is Jerry Jones we’re talking about.
Prescott, for his part, isn’t exactly thrilled. “Bummed, because we built some things,” he said. “But I guess they couldn’t reach an agreement. SMH.” If you needed any more proof that things are getting messy in Dallas, there it is. The man has been a Cowboy for nearly a decade, and now, he’s stuck watching his name pop up in trade rumors while the front office plays financial gymnastics. His four-year, $240 million contract extension from last season? Already restructured. And now, whispers of a blockbuster deal with Cleveland are making the rounds.
So, is there any real chance of Prescott suiting up in orange and brown next season? According to Cleveland sportscaster Bruce Drennan, the Browns and Cowboys are negotiating as we speak. That’s huge. But let’s not forget the elephant in the room: money. If Dallas were to trade Prescott right now, they’d be staring at a $95.3 million dead cap hit. That’s not just bad—that’s franchise-crippling bad. However, if they wait until after June 1? They’d actually save $2 million in cap space. Small, sure, but in Jerry’s world, every dollar counts.
And here’s where things get even spicier. If Dallas is serious about moving on from Prescott, they need a Plan B. Enter the Browns’ No. 2 overall pick in the 2025 NFL Draft. If this deal happens, you know the Cowboys are eyeing their next franchise QB. Colorado’s Shedeur Sanders? Maybe. The Sanders-Jones connection isn’t exactly a secret, and there was even a moment where Deion Sanders was floated as a Dallas coaching candidate. Coincidence? Probably. But this is Jerry we’re talking about—nothing is ever just a coincidence.
All this said, a Prescott-to-Cleveland move still feels more like offseason fantasy than reality. The cap situation is ugly, and Cleveland doesn’t exactly have much wiggle room themselves. But hey, stranger things have happened in the NFL. One thing’s for sure: until Jerry makes a decision, this saga isn’t going anywhere. Buckle up, Cowboys fans.