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Top 15 worst free agent signings in NFL history

By Sayre Bedinger

Top 15 worst NFL free agent signings in history: Brock Osweiler #17 of the Houston Texans warms up on the field prior to the AFC Wild Card game against the Oakland Raiders at NRG Stadium on January 7, 2017 in Houston, Texas. (Photo by Bob Levey/Getty Images)
Top 15 worst NFL free agent signings in history: Brock Osweiler #17 of the Houston Texans warms up on the field prior to the AFC Wild Card game against the Oakland Raiders at NRG Stadium on January 7, 2017 in Houston, Texas. (Photo by Bob Levey/Getty Images) /
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Top 15 worst NFL free agent signings
Top 15 worst NFL free agent signings: Wide receiver David Boston #89 of the San Diego Chargers runs the ball against the Baltimore Ravens on September 21, 2003 at Qualcomm Stadium in San Diego, California. The Ravens defeated the Chargers 24-10. (Photo by Donald Miralle/Getty Images) /

10. David Boston, WR, San Diego Chargers

The deal: 7 years, $47.4 million

There are few NFL players in history that look better in their uniform than David Boston. In terms of the bodybuilding aesthetic, this guy was certainly one of the first players you want “coming off the bus” for your team. David Boston was tremendous for the Arizona Cardinals in 2000 and 2001, averaging nearly 100 yards per game in the 2001 season with first-team All-Pro honors and a Pro Bowl nod.

In 2002, Boston ended up playing just eight games but it didn’t hurt him much in 2003 NFL free agency, where he signed a now-infamous seven-year deal worth $47.4 million in total money with the San Diego Chargers.

The Chargers, at the time, had the young nucleus of third-year players Drew Brees and LaDainian Tomlinson. What a time, right?

Boston played pretty well for the Chargers in the 2003 season, catching 70 passes for 880 yards and seven touchdowns. Still, there was some trouble in paradise as Boston’s attitude did not fly with head coach Marty Schottenheimer or GM AJ Smith. The team suspended him for a game in 2003 due to Boston cussing out the Chargers’ strength coach.

He missed the entire 2004 season due to a knee injury, but not before he was suspended four games for steroids.

After that 2004 season, the Chargers got tired of Boston’s approach to work and traded him to the Miami Dolphins where he played just five games before suffering another major injury. He got another shot in Tampa Bay but it didn’t amount to anything.

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