Not that I’m complaining about their suffering, but it must be deeply frustrating to be a Cowboys fan in the past decade plus.

The Cowboys have not spent the last 25 years as a laughingstock bottom-feeder. They’ve occasionally had disaster seasons but overall the Cowboys generally seem to compete for the division, make the playoffs on a respectable basis, and draft well. They’ve had 2 quality franchise QBs in that time, both gems they found hidden in the rough. The Cowboys are not an incompetently run franchise. And yet, they’ve consistently failed to get over the top.

They’ve barely won any of the many playoff games they’ve made in that time frame and have not reached a conference title game since the 90’s. They have had very questionable coaching over that same period, the most competent maybe being late career Bill Parcells? Maybe Wade Phillips? Years and years of Jason Garrett, a successful yet playoffs-imploding run with Mike McCarthy, and now they are pretending Brian Schottenheimer is going to be good.

Okay enough wasting your time the problem is Jerry Jones. Jerry Jones is the boulder that the Sisyphus franchise must push against every year. Jerry Jones is a rich asshole who bought a team, made one very smart decision (Let Jimmy Johnson do his thing) and has been making damaging decisions since. The Cowboys have frequently been good in spite of him. He’s not completely incompetent, the Cowboys do tend to draft well, but I have my doubts about how much influence Jerry has had on draft strategy for a while. One of the ways his incompetence has hindered the Cowboys, especially in recent years, is how he negotiates his player contracts. He’s dumb!

Jerry keeps playing pointless hardball with blue chip players for no reason. The rookie wage scale and salary cap have made it advantageous for teams to wait on a guy as long as they can so they don’t cripple the team with a few select massive contracts and have a lot of space to build with youth. But with this comes a drawback: the longer you wait, the more you will have to eventually pay up to keep a guy. So smart teams (like the Eagles) have started doing a smart thing: recognizing when you hit on a guy worth building around, and extending him as early as feels reasonable. This impacts the salary cap space you have in the short term, but it is forward-thinking and helps the team in the long term.

Because, the longer you wait, the higher the market rises, and the more impactful that contract needs to be to make that player happy. The Chiefs made Patrick Mahomes the highest-paid player in NFL history in his 4th year of his rookie contract. Now, Patrick Mahomes was worth that. But the Chiefs were thinking ahead on it, because they knew they had the guy, and they knew the cap would continue to rise over his fairly long contract time. Mahomes isn’t even in the top 10 highest-paid QB contracts now. The Chiefs have our current era’s GOAT making less yearly money than dudes who haven’t even won playoff games yet, like Herbert or Tua. The contract future-proofed the team. They gave a worthy contract to a blue chip superstar and in just a few years he looks like a bargain.

Wanna know who the highest-paid QB is this year? It’s Dak. Because Jerry is a fuckin idiot and waits as long as possible to pay guys he cannot afford to let walk. GMs are recognizing when they have something and going to make that guy happy to keep him around and get ahead of the position market rise. When you have a foundational piece, you pay them. You extend them early, you extend them often (provided they keep being worth it), and you enjoy the profits this allows you to employ down the road. Howie Roseman is a master at this, fully employing void years into big contract extensions that essentially allow him to just keep punting the ball down the road while making his guys happy. For all the shit Joe Schoen gets, his smartest move was signing Dexter Lawrence to a big extension very early, making one of the best DTs in football right now a bargain.

Meanwhile down in Arlington, Jerry Jones is staring at one of the most game-wrecking defenders in the entire league and playing hardball. FuckingĀ why? Did your decrepit old ass learn nothing from waiting till the last possible seconds last year to extend Dak and CeeDee? Since the offseason hit, the Browns extended Myles Garrett after what felt like a very brief conflict. The Raiders extended Maxx Crosby. The Steelers just extended TJ Watt. The Cowboys could have extended LITERAL SUPERSTAR Micah Parsons before any of them, still given him a massive contract that makes him happy, and saved a ton of current and future cap space. I understand playing hardball with most players. A borderline star might command a contract that isn’t in the team’s best interest, so waiting till the last possible moment makes some sense as a negotiation tactic. But not for blue chip guys. Not for guys you cannot afford to lose, like fucking Micah Parsons.

I have no doubt Parsons will get his paycheck and be a Cowboy. It’ll be huge. He’ll probably reset the market for rushers. All this stalling and time wasting will just hurt the Cowboys. If Jerry had just…paid up months ago, they could have been in a better place. Instead, just like last year, it’ll go on so long that people will start to speculate that Parsons will just walk away (he wont).

I hope Jerry continues to manage the Cowboys for many years to come. As long as he’s there, that boulder is going to keep rolling back down.