Despite signing a massive $240 million extension just last offseason, Dak Prescott’s future in Dallas suddenly appears less certain than fans might have expected.
The recent acquisition of Joe Milton has quiet whispers growing into legitimate speculation about a potential changing of the guard.
The three-time Pro Bowl quarterback has delivered regular season success but continues to face criticism for playoff shortcomings.
With the franchise’s NFC Championship Game drought stretching back to 1995, patience is wearing thin among the Cowboys faithful.
Into this charged atmosphere steps former Green Bay Packers quarterback Kurt Benkert with an eyebrow-raising trade proposal that’s generating buzz across NFL circles:
“Steelers get a QB and avoid the contract + get pick #12 Cowboys get Pick #21 + Watt & get to (see) what Milton can do,” Benkert wrote on X. “They’d have the best D line in the NFL and would give them an actual chance in the NFC East.”
Kurt Benkert proposes this INSANE mock trade between the Cowboys and the Steelers for this offseason:
Cowboys receive:
LB TJ Watt and the 2025 21st pick
Steelers receive:
QB Dak Prescott and the 2025 12th pick
Who would win this trade? 🤔 pic.twitter.com/uGKp8TsW7b
— Dov Kleiman (@NFL_DovKleiman) April 11, 2025
This blockbuster scenario would send T.J. Watt and the 21st overall pick to Dallas while the Pittsburgh Steelers would receive Prescott and the 12th overall pick.
It’s the kind of bold move that could reshape two storied franchises.
The timing feels significant as Watt approaches a contract crossroads of his own. The star defender recently fueled speculation by posting a photo of himself walking off the field in a Steelers uniform throwing a peace sign.
Though he signed a four-year, $112 million extension in 2021, Watt is entering the final year and likely seeking additional guaranteed money.
His credentials are impeccable – seven Pro Bowl selections, four First-Team All-Pro honors, and a Defensive Player of the Year award.
Watt has established himself as Pittsburgh’s defensive cornerstone and one of the NFL’s premier pass rushers.
For Dallas, the financial implications would be substantial. Adding Watt’s salary while already planning for Micah Parsons’ inevitable payday presents challenges.
However, replacing Prescott’s massive contract with Milton’s rookie deal would create significant cap flexibility.