Happy Super Bowl week!
It must be a truly magical experience to support an NFL team that has actually played in a Super Bowl this millennium. For the Dallas Cowboys, the glory days of the mid-90s feel more like ancient folklore than living memory. It has been 30 years since the Cowboys last lifted the Lombardi Trophy following the 1995 season, and the decades since have been a long, continuous series of creative playoff exits. From the infamous muffed field goal hold by Tony Romo in 2006 to the “Dez
Caught It” heartbreak in 2014, to even the bizarre time-expiring failed spike by Dak Prescott in 2021, the Cowboys found new ways to disappoint us year in and year out. Since 1996, the team has a dismal 5-13 playoff record, and as everyone and their brother knows, they haven’t reached a single NFC Championship Game in that span.
The finger-pointing often starts and ends at the top with owner and self-appointed general manager Jerry Jones. While Jones has turned the franchise into a $13 billion global behemoth, fans increasingly feel that his unique approach to roster building is the primary culprit behind the drought. The front office has rightfully earned a reputation for being bargain shoppers in free agency. For 10 consecutive offseasons, the Cowboys haven’t signed a single outside free agent to a contract that exceeds $6 million per year. They have consistently finished near the bottom in spending on outside talent over the last decade.
Despite their cheap ways, the front office always cries out about being strapped for cash, yet they somehow manage to pay astronomical prices for some of their own stars thanks to delayed contract negotiations. Fans often feel like they are watching a billionaire try to win a drag race in a Toyota Prius. While it’s highly economical, they’re not going to win very often. Cutesy phrases like “Pie” and “All In” only serve to infuriate fans as their roster-building ineptitude is atop the suspect list for the team’s lack of playoff success.
But they are not alone in the blame. The coaching staff hasn’t exactly been the saving grace. Over the last 30 years, Dallas has cycled through various regimes, yet the result remains the same. This team has a stunning inability to win when it matters. Regular season success? No problem. A post-season run? No can do. The Cowboys recently became the first NFC team in over 30 years to have three consecutive 12-win seasons. Sadly, they also became the first-ever NFL team to accomplish that and still not advance to the conference championship.
On the field, the players have often mirrored the coaching staff’s playoff paralysis. Despite regularly fielding rosters with top-tier talent, the clutch factor has been missing in January. Close finishes have become the norm. Seven of their last nine playoff exits have been decided by one score. The statistics are staggering. Dallas has lost seven straight divisional round games, the longest streak in NFL history. It’s as if the players see the divisional round as the finish line while other teams around them keep running.
Ironically, the Cowboys have actually been excellent at almost everything except winning in January. Over the last 15 years, they have consistently led the league in drafting quality talent. Since 2010, they have maintained an unreal 63% All-Pro hit rate on first-round picks, the best in the NFL. In 11 of the last 12 seasons, the Cowboys have sent at least five players to the Pro Bowl, far exceeding the league average. They rank second in the league for drafting Pro Bowlers over the last decade, proving their scouting department is essentially a factory for individual accolades. But as a team, the Cowboys are the honor student who turns in all their homework, but for some reason clams up when it comes time to take the final exam.
Despite the 30-year wait, there are still reasons to hold onto hope as we head into 2026. The Cowboys have some great players. Dak Prescott, CeeDee Lamb, and Tyler Smith are all really good players. So is George Pickens, and he’ll likely stick around. Their high-octane offense should still be a thing going forward.
Defensively, they have Quinnen Williams now. They also have two top 20 draft picks, and we’re all crossing our fingers they’ll put them to good use. Hopefully, new defensive coordinator Christian Parker brings fresh blood to a unit that desperately needs a spark.
For Cowboys fans, it might feel like we’re stuck watching this horror movie where this playoff curse never dies. Playoff futility keeps coming for them. They know they shouldn’t go back into the house, but they do it anyway because it’s in the script. And if things unravel and they suffer an untimely death, there’s another sequel right around the corner.
