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.

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.

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.