Cowboys May Be Repeating A Risky George Pickens Gamble

The Cowboys' decision not to extend Joey Porter Jr.'s contract immediately could mirror past missteps, risking future financial repercussions and draft capital.

The Cowboys made a big swing for Joey Porter Jr., but the move comes with a familiar catch.

Dallas sent a 2028 second-round pick and a 2027 sixth-rounder to Pittsburgh to land the star cornerback, giving Christian Parker the kind of alpha CB this young defense can build around. On paper, it’s a strong fit and a clean answer to a major need.

The problem is what comes next. Per NFL insider Jordan Schultz, the Cowboys do not plan to extend Porter right away. Instead, they intend to handle him the same way they handled George Pickens: let him play through the season and deal with the contract later.

That’s where the déjà vu kicks in. The Cowboys already gave up meaningful draft capital for a young Steelers standout and chose not to lock him up immediately. Now they’re doing it again with Porter, and if he performs the way Dallas hopes, the price only climbs.

Porter’s upside is obvious. Christian Parker is a former DBs coach, and he should know how to get the most out of a player who posted a career-high 14 pass breakups last year. If Porter takes another step and settles in as a true CB1, the Cowboys may end up paying even more than they would have had the extension been part of the trade.

Pickens’ situation offers the warning sign. His value rose after he finished as a second-team All-Pro, but Dallas still held off on an extension because it wanted to see whether last year was real.

That may be careful business. It also leaves the door open for a much pricier deal if he backs it up again.

There’s another layer here, too. Porter had a contract stalemate with the Steelers, which is why he missed the first three games. So the question follows him to Dallas: does this become another standoff?

The Cowboys just went through one of their most drama-free offseasons in years. A move like this could complicate that in a hurry.

And the bigger issue is clarity. If Dallas plans to extend Porter after the season, then the trade makes sense as a long-term play.

If not, and he walks into a lucrative deal elsewhere, the Cowboys would basically be turning a second-round pick into a third-round comp pick. That’s a lot of capital for very little certainty.

Maybe Porter becomes such a force that Dallas has no choice but to pay him. That wouldn’t be a disaster. But it would mean the Cowboys likely waited too long and let the number get even bigger.

In Other News...

Tony Romos Next Move Could Reopen A Cowboys Debate

Tony Romos split with CBS Sports leaves one of the leagues most recognizable voices back in the mix, even if his next step is still unclear. The move came after a July arrest, and Romo has said he plans to focus on his health and family before making any decision about what comes next. CBS has already settled on J.J. Watt as its lead analyst alongside Jim Nantz, so Romos path now shifts away from the booth and into whatever comes next off the air.

For Cowboys fans, the more interesting wrinkle is where this could lead in Dallas. Romo has long remained tied to the franchise that made him a household name, and any conversation about his future inevitably brings up the possibility of a front-office or advisory role. There is no official confirmation of anything along those lines, but if Romo does circle back to the Cowboys, it would reopen a familiar debate about how much the team should lean on a former quarterback whose influence still resonates around the organization. [Read more 🡒]

Cowboys Pulled Off A Comeback But Two Problems Still Loom

The Cowboys had to claw their way back against Houston, but they found enough late offense to leave Week 4 with a 34-30 win after a slow start and a brief stumble after losing the lead. The ending was the kind of response Dallas has been looking for, with the offense delivering a game-winning drive in the fourth quarter to finish off a game that never came easy.

CeeDee Lamb was the headliner, setting a franchise record with 17 catches for 189 yards and a touchdown, while Rashan Gary and Quinnen Williams each added sacks on the other side of the ball. Even with the win, the bigger picture was harder to ignore: the rushing attack never really got going, and the cornerback play was uneven enough to keep some questions alive despite the comeback. [Read more 🡒]

Dak Prescott Suddenly Gives Cowboys Fans A Short-Week Concern

Dak Prescott left the Week 4 game against the Houston Texans with his right hand wrapped, a small detail that immediately caught the eye of Cowboys fans coming off a physical divisional-style matchup. Prescott said he was stepped on and is dealing with swelling, though he described himself as otherwise fine, which at least offered some early reassurance after a game that gave Dallas plenty to sort through.

The timing is what makes it worth watching. The Cowboys are headed into a short week before their Week 5 game, and the first official injury report coming Monday should offer a clearer picture of whether this is just a postgame inconvenience or something the team needs to monitor closely as it prepares for the next round. [Read more 🡒]