After all, when you look at the Cowboys’ free agency spending rankings since Dak Prescott was drafted, it’s clear why the team has struggled to make the leap. The Cowboys have consistently ranked near the bottom of the league in free agency spending, with an average ranking of 26th over the last nine years.

Jerry Jones says the decision to sign Dak Prescott to a four-year, $240 million contract last September was a sign the Dallas Cowboys are a win-now team.

"This is a shocker to be here at this Super Bowl and not have the Cowboys here (playing in it.)'' - Dallas owner Jerry Jones with a dose of sugarcoated deception.

Dak Prescott signed the most lucrative contract in the NFL and Jerry Jones is shocked that didn't lead to a Super Bowl berth for the Dallas Cowboys.

In 2025, Prescott’s base salary will increase to $47,750,000. Prescott’s cap hit is projected to be $89,896,666. The Cowboys could seek to restructure his contract and convert a portion of his salary into bonuses to give themselves more financial flexibility in 2025.

Jerry Jones is in New Orleans for the Super Bowl even though the Dallas Cowboys failed to make the playoffs. He cannot believe they did not make the NFL

The Dallas Cowboys didn't have a very good year, to say the least. Jerry Jones, the team's owner and general manager, said during the offseason the team would be "all in" on 2024, and then promptly failed to follow up with that promise in free agency.

Dallas Cowboys fans have faced disappointment time and again. They have only four playoff wins in the last 25 years, drawing them further away from the Super Bowl, and losing on the big stage is becoming an all-too-familiar feeling.