The Dallas Cowboys’ approach to free agency has yet to live up to the high expectations set before the start of the 2024 NFL offseason, despite nearly 24 hours passing since the frenzy began. Although there is still considerable time and notable players remain available, the team has already lost key bidding battles for defensive end Maxx Crosby via trade, as well as for linebackers Nakobe Dean and Quay Walker, both of whom signed with the Las Vegas Raiders.
With the free agency period still ongoing, Dallas can still make significant financial moves to strengthen the roster. Here are three potential budget-busting strategies the Cowboys might pursue to shake up their offseason.
Targeting Defensive End Trey Hendrickson for a Major Impact
Even after acquiring edge rusher Rashan Gary in a recent trade, the Cowboys could look to add another high-profile pass rusher by signing Trey Hendrickson. Though 31 years old, Hendrickson demonstrated elite production with consecutive 17.5-sack seasons prior to a hip and back injury that limited his 2025 performance. His overall durability during his career suggests he can still deliver significant value.
Securing Hendrickson would come at a steep price, as industry estimates put his contract around $25 million annually. However, with many of the top edge rushers now signed elsewhere and Hendrickson still available, Dallas could negotiate a deal that redefines their pass rush threat.
Exploring a Trade to Address Linebacker Depth
Following misses on free agents Walker and Dean, and with Devin Lloyd now off the market, the Cowboys’ options at linebacker are dwindling. While former Kansas City Chiefs linebacker Leo Chenal is still available, he may not fit the prototypical middle linebacker role Dallas requires.
Cowboys insider Jane Slater has linked the team to Pittsburgh Steelers linebacker Patrick Queen as a potential trade target. Acquiring Queen, who is owed $13.3 million in 2026, would likely require giving up a future draft pick, possibly as early as a fourth-rounder. Such a move would represent a proactive and assertive step in shoring up the linebacker corps.
Considering Cornerback Riq Woolen Despite Risks
Cornerback Riq Woolen remains one of the premier free agents still available, though his market activity has been quiet. Woolen is recognized for his strong traits, particularly his instincts for turnovers, but there is a risk element to his game. It remains to be seen if new Cowboys defensive coordinator Christian Parker favors a high-risk, high-reward style behind the secondary.
Woolen entered free agency ranked 44th in A to Z Sports’ Top 100 free agents. As noted by NFL analyst Rob Gregson,
The skinny on Woolen is that you are getting an incredibly traits-dominant corner with a nose for the football,
followed by
That will pique the interest of many teams.
Gregson’s observation highlights Woolen’s potential appeal despite the inherent risks.
The Cowboys’ recent trade acquiring Rashan Gary may soon be complemented by further bold moves, potentially reshaping the defense with an aggressive stance in free agency and trades. How Dallas manages its salary cap and draft capital in the coming weeks will largely determine whether these ambitious actions result in success or setbacks.
