Top Five NFL Free-Agent Moves We Wish Happened in 2026

Introduction
The 2026 NFL free agency period has come to a close, leaving behind a flurry of contracts that are set to reshape team dynamics across the league. Though not filled with an army of superstar free agents, the offseason still presented several established veterans and promising newcomers looking to make their mark. Yet, while many players secured significant paydays, not every signing aligned with the optimal opportunity for these athletes to thrive. This article highlights five ideal free-agent contracts we would have preferred to see during the 2026 offseason.
Mike Evans: From Buccaneers to 49ers
In a noteworthy shift, Mike Evans, the long-serving wide receiver for the Tampa Bay Buccaneers, took his talents to the San Francisco 49ers in a three-year, $42.5 million deal. After spending 12 seasons in Tampa, Evans was an integral part of the team that clinched a Super Bowl and consistently surpassed 1,000 receiving yards in his first 11 seasons. However, a disappointing 2025 season due to injuries—where he recorded a career-low 368 yards—prompted the decision to move westward. Despite the Buccaneers reportedly offering a more lucrative contract, Evans prioritized a chance at more postseason glory. A four-year, $60 million deal with the Buccaneers would have allowed Evans to retire as a franchise legend while giving him the opportunity to chase another title at the same time.
Trey Hendrickson: A Missed Opportunity for the Cowboys
Another player whose recent signing raised eyebrows was edge rusher Trey Hendrickson. The Dallas Cowboys, needing a transformative defensive addition, ultimately missed out as Hendrickson joined the Baltimore Ravens for four years at $112 million. With the Cowboys contending with subpar sack totals and inconsistent defensive performances, the addition of Hendrickson could have significantly bolstered their pass rush. Despite injury challenges in 2025, his previous seasons showcased his game-changing ability. A more strategic approach could have led to a two-year, $55 million contract, revitalizing the Cowboys’ defensive front and reshaping their competitive landscape.
Jaelan Phillips: Philadelphia's Lost Opportunity
Jaelan Phillips, formerly of the Miami Dolphins, made headlines when he signed a whopping four-year, $120 million contract with the Carolina Panthers. The Philadelphia Eagles, who traded for him midseason in 2026, should have placed a higher priority on keeping him. After an underwhelming playoff exit, Phillips shone with his contributions and demonstrated potential playing under defensive coordinator Vic Fangio. A three-year deal worth $75 million with the Eagles could have provided the continuity needed to further develop Phillips' skills while strengthening Philadelphia's defensive lineup.
George Pickens: Franchise Tag vs. Potential Mega Deal
George Pickens, widely considered the top free agent of the 2026 class, was ultimately franchise-tagged by the Dallas Cowboys, missing an opportunity to fully embrace a long-term commitment with a true Super Bowl contender. The explosive receiver had an impressive season, recording 1,429 yards and nine touchdowns. His potential fit with the Buffalo Bills—a team desperately seeking a standout receiver—raises questions about the Cowboys' decision. A four-year, $129 million deal with Buffalo could have transformed their offensive strategy, providing star quarterback Josh Allen with a level of talent that has evaded the Bills since the departure of Stefon Diggs.
Malik Willis: A Potential Game-Changer
The final spotlight is on quarterback Malik Willis, who signed a three-year, $67.5 million contract with the Miami Dolphins. Despite improvements during his stint with the Green Bay Packers, his potential integration into the Cleveland Browns' system would have been captivating. The Browns are in search of a dynamic quarterback who can complement their offensive strategy, much like Lamar Jackson did under Todd Monken in Baltimore. A speculative four-year, $80 million deal with Cleveland might have unlocked Willis' dual-threat capabilities and established him as a premier player in the evolving offense.
Conclusion
The free agency frenzy of 2026 brought a whirlwind of changes, but not every contract aligned perfectly with the best opportunities for the players involved. From established stars seeking new challenges to emerging talent needing a break, there were several missed chances that could have altered the trajectory of various franchises. As teams move forward, these hypothetical contracts serve as reminders of the intricate decisions that shape the NFL landscape.
