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The 2-4 Cowboys Are Collapsing and George Pickens’ $27 Million Future Is on the Clock

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Dallas Cowboys logo on gradient background — Created by the Sports On Tap desk | Source : Sports On Tap (team logos property of their respective owners)

The Dallas Cowboys are in a full-blown meltdown, losing their second straight game this 2026 season, and the rumor mill is churning that star wide receiver George Pickens might just ask for a trade. Yeah, you heard that right. This isn’t some off-season chatter, folks, this is happening right now, with a legitimate superstar possibly bailing.

Pickens Was Supposed to Be the Answer, Now He’s the Catalyst for Chaos

Remember last offseason when the Cowboys traded for Pickens, the former All-Pro? He absolutely balled out, racking up 93 receptions for 1,429 yards and nine touchdowns in 2025. He was supposed to be a cornerstone, but Dallas totally fumbled the bag on an extension and slapped him with the franchise tag instead. Turns out, that move might come back to bite them HARD. There was already talk of him being on the trade block during the 2026 NFL Draft, with the Baltimore Ravens sniffing around, but nothing happened. Now, the Cowboys are limping at 2-4, staring down an abysmal season where “tanking” is actually being whispered. Think about that. Pickens, meanwhile, is out there putting up numbers despite the team’s offensive woes, led by head coach Brian Schottenheimer’s baffling play-calling. That’s pure leverage for him come next year’s negotiations.

Dallas Is Running Out of Time to Keep Their Star

The clock is ticking, and Dallas quarterback Dak Prescott hasn’t looked impactful since their barely-there win against the Houston Texans. His struggles, combined with Schottenheimer’s questionable calls, are clearly wearing on Pickens. The dude is 25, he’s an unrestricted free agent next offseason, and Cowboys COO Stephen Jones already went on record saying it’d be tough to pay two highly-compensated receivers like Pickens and CeeDee Lamb. So, what’s the play? If they aren’t even sniffing a postseason spot, why keep Pickens around for the rest of 2026? It makes zero sense. The Cowboys will likely try to squeeze out multiple draft picks for him, trying to salvage something for their 2027 offensive future. The NFL Trade Deadline isn’t until November 10, but if they lose their next game against their NFC East rival Philadelphia, you can bet your bottom dollar a superstar trade is on the table. Five teams are reportedly ready to pounce if that happens.

Contenders Are Circling, Chiefs Included

One name getting thrown around is the Kansas City Chiefs. They are absolutely rolling at 5-0, one of the best teams in the league right now. You’d think Pickens would be a perfect fit there, but do the Chiefs actually *need* another wideout? They could move Rashee Rice or just stick with their current crew and even sign Tyreek Hill next month. Still, if Dallas is desperate, you know Andy Reid would love to add another weapon. The Cowboys, in turn, would likely demand Rice and a couple more assets. It’s wild to think what a game-changing player like Pickens could do for a true contender. This Philly game isn’t just another matchup for Dallas, it’s a make-or-break moment for their season and, potentially, for George Pickens’ entire future with the team.

This article was created with AI assistance and published under Seattle On Tap’s editorial standards. See our Editorial Policy.

Originally reported by Yahoo Sports.

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