Gamer Koala

The 20 Worst Free Agent Signings in NFL History

When NFL free agency opens, every fan dreams their team is about to land the missing piece to a Super Bowl puzzle. But sometimes, instead of gold, they strike fool’s gold—and the results are downright brutal.

Whether it was injuries, poor production, or just flat-out confusion about why the signing happened in the first place, these free agent deals became infamous. Here are the 20 worst free agent signings in NFL history, ranked from bad to absolute disaster.

20. Jerry Porter – Jacksonville Jaguars

Dec 1, 2008; Houston, TX, USA; Houston Texans cornerback Jacques Reeves (35) tackles Jacksonville Jaguars wide receiver Jerry Porter (80) in the third quarter at Reliant Stadium.
Brett Davis-Imagn Images

The Jaguars gave Jerry Porter a $30 million contract, and in return, he gave them 11 catches. Injuries played a role, but this was a classic case of paying for past production that never showed up again.

19. David Boston – San Diego Chargers

David Boston
Topps, via Trading Card Database (tcdb)

David Boston looked like an action figure but played like a background extra once he got to San Diego. He got paid like a star and then promptly disappeared from relevance.

18. Javon Walker – Oakland Raiders

Sept 28, 2008; Oakland, CA, USA; Oakland Raiders wide receiver Javon Walker (84) eludes San Diego Chargers strong safety Eric Weddle (32) during the first quarter at McAfee Coliseum in Oakland, CA.
Cary Edmondson-Imagn Images

The Raiders handed Javon Walker $55 million after a knee injury, and shocker—it didn’t work out. He had one foot out of the league and the other on IR.

17. Le’Veon Bell – New York Jets

Le’Veon Bell – New York Jets
All-Pro Reels, via Wikimedia Commons, CC BY-SA 2.0

Bell sat out a year for a better deal, and the Jets gave him one. Unfortunately, they also gave him an offensive line made of paper mache, and things spiraled fast.

16. Brock Osweiler – Houston Texans

Jan 14, 2017; Foxborough, MA, USA; Houston Texans quarterback Brock Osweiler (17) on the field against the New England Patriots in the second half at Gillette Stadium.
David Butler II-Imagn Images

The Texans thought they were getting a franchise QB when they tossed $72 million at Osweiler. Instead, they got a turnover machine that lasted one season before being shipped off like expired milk.

15. Nnamdi Asomugha – Philadelphia Eagles

December 9, 2012; Tampa, FL, USA; Philadelphia Eagles cornerback Nnamdi Asomugha (24) and teammates react after the Eagles scored the game-winning touchdown as time expired during the second half against the Tampa Bay Buccaneers at Raymond James Stadium. The Eagles won 23-21.
Kim Klement-Imagn Images

Once a shutdown corner in Oakland, Asomugha got paid like a superstar and then forgot how to cover anyone in Philly. That “Dream Team” defense turned into a nightmare real quick.

14. Larry Brown – Oakland Raiders

Larry Brown
The Score Board, Inc, via Trading Card Database (tcdb)

Larry Brown rode a Super Bowl MVP performance all the way to a fat contract with the Raiders. Unfortunately, his performance with Oakland screamed “one-hit wonder.”

13. DeMarco Murray – Philadelphia Eagles

Dec 13, 2015; Philadelphia, PA, USA; Philadelphia Eagles running back DeMarco Murray (29) looks on from the sidelines during a break in the second half against the Buffalo Bills at Lincoln Financial Field. The Eagles won 23-20.
Bill Streicher-Imagn Images

The Eagles brought in Murray and tried to make him run sideways in Chip Kelly’s weird system. Predictably, it was a disaster from the jump.

12. Andre Rison – Cleveland Browns

Dec 3, 1995; San Diego, CA, USA; FILE PHOTO; Cleveland Browns receiver Andre Rison (83) in action against the San Diego Chargers at Jack Murphy Stadium.
Peter Brouillet-Imagn Images

Rison came to Cleveland with a big reputation and a big contract. But he clashed with coaches, underperformed, and basically served as a symbol of the Browns’ bad decision-making.

11. Nick Foles – Jacksonville Jaguars

Dec 15, 2019; Oakland, CA, USA; Jacksonville Jaguars quarterback Nick Foles (7) warms up before a game against the Oakland Raiders in the Raiders final game at the Oakland-Alameda Coliseum before relocating to Las Vegas for the 2020 season.
Kirby Lee-Imagn Images

Fresh off a magical Super Bowl run, Foles was handed the keys to the Jags’ offense—and then promptly got injured. Gardner Minshew became the fan favorite while Foles collected checks.

10. Edgerrin James – Seattle Seahawks

Oct. 11, 2009; Seattle, WA, USA; Seattle Seahawks running back Edgerrin James (32) stretches for a first down as Jacksonville Jaguars safety Reggie Nelson (25) hangs on in the fourth quarter of the game at Qwest Field. The Seahawks won the game 41-0.
Steve Dykes-Imagn Images

Seattle thought they were getting the old Edge, but they got a version that looked more like a shadow of his former self. He barely made an impact before the team moved on.

9. Jevon Kearse – Philadelphia Eagles

September 17, 2007; Philadelphia, PA USA; Philadelphia Eagles defensive end Jevon Kearse (93) during the game against the Washington Redskins at Lincoln Financial Field.
Eric Hartline-Imagn Images

The “Freak” got a monster deal from Philly, but his production never matched his price tag. Injuries didn’t help, but it was clear the Titans got the best of his career.

8. Adam Archuleta – Washington Commanders

Oct 1, 2006; Landover, MD, USA; Washington Redskins safety Sean Taylor (21) and safety Adam Archuleta (40) react during the game against the Jacksonville Jaguars at FedEx Field in Landover, MD.
James Lang-Imagn Images

Washington gave Archuleta the richest safety deal at the time, then immediately regretted it. He was benched within a year and never looked like a fit in their defense.

7. Neil O’Donnell – New York Jets

Neil O’Donnell
Donruss, via Trading Card Database (tcdb)

The Jets threw cash at O’Donnell after a Super Bowl appearance with the Steelers. What they got was injuries, bad decisions, and the exact opposite of leadership.

6. Mike Glennon – Chicago Bears

Sep 28, 2017; Green Bay, WI, USA; Chicago Bears quarterback Mike Glennon (8) attempts a pass in the second quarter during the game against the Green Bay Packers at Lambeau Field.
Benny Sieu-Imagn Images

Everyone scratched their heads when Chicago gave Glennon $18 million. Then the Bears drafted Mitch Trubisky just weeks later, and Glennon was essentially a very expensive placeholder.

5. Desmond Howard – Oakland Raiders

Dec 21, 1997; Oakland, CA, USA; FILE PHOTO; Oakland Raiders kick returner Desmond Howard (80) in action against the Jacksonville Jaguars at Oakland-Alameda County Coliseum.
Peter Brouillet-Imagn Images

Howard won a Super Bowl MVP and parlayed it into a big deal with the Raiders. But without a Packers jersey on, his return game fizzled and his production vanished.

4. Albert Haynesworth – Washington Commanders

Nov 28, 2010; Landover, MD, USA; Washington Redskins defensive tackle Albert Haynesworth (92) reacts after a play against the Minnesota Vikings during the second half at FedEx Field.
Rafael Suanes-Imagn Images

Washington gave him $100 million, and in return, Haynesworth gave them laziness, conditioning issues, and drama. This one still gets brought up in bad-contract conversations for a reason.

3. Scott Mitchell – Detroit Lions

Sep 29, 1996; Tampa, FL, USA; Detroit Lions quarterback Scott Mitchell (19) warms up prior to a game against the Tampa Bay Buccaneers at Tampa Stadium.
Michael C. Hebert-Imagn Images

Mitchell had a solid stint backing up Dan Marino and somehow convinced Detroit he was the answer. Spoiler alert: he wasn’t.

Read More: Ranking the Most Confusing NFL First-Round Picks Ever

2. Matt Flynn – Seattle Seahawks

Aug 30, 2012; Seattle, WA, USA; Seattle Seahawks quarterback Matt Flynn (15) throws a pass against the Oakland Raiders at CenturyLink Field.
Kirby Lee-Imagn Images

Flynn threw six touchdowns in one meaningless game, got a big contract in Seattle, and then lost his job to a rookie named Russell Wilson before the season even started. Not ideal!

Read More: 17 NFL Teams Who Thought They Were One Piece Away (They Weren’t)

1. Antonio Brown – New England Patriots

Sep 15, 2019; Miami Gardens, FL, USA; New England Patriots wide receiver Antonio Brown (17) looks on during the second half against the Miami Dolphins at Hard Rock Stadium.
Jasen Vinlove-Imagn Images

Yes, it was short-lived. But the drama, the hype, the implosion—all in one week—was the perfect storm of free agent chaos.

Stay in the Game With the Latest Scores, Highlights, and Stories — Follow GamerKoala on MSN.

Scroll to Top