Each spring, the NFL kicks off its free agency period and has the NFL Draft. Both of those processes often turn NFL players – or soon-to-be-NFL players – into very rich men. In fact, the tens of millions of dollars that many of these players are promised in their contracts are amounts the common person will never see in their lifetime.
But as any NFL fan knows: many of these contracts turn out to be very bad business decisions, when we look back on them in hindsight. Often times, NFL teams simply don’t get the NFL player they hoped they paid for via a lucrative contract deal, leading to a whole lot of “buyer’s remorse.”
To highlight those occurrences, we’ve put together a list of 25 of the worst NFL contracts ever assigned, for your reading pleasure… unless you happen to be a fan of any one of these teams!
David Boston (San Diego Chargers)
In 2003, wide receiver David Boston was an emerging star in the NFL. After recording two straight seasons with over 1,150 yards receiving, Boston was a hot commodity heading into free agency. Which is exactly why the San Diego Chargers signed Boston to a massive seven-year, $47 million contract in 2003. It didn’t take long for things to turn ugly for the Chargers and Boston.
As his physical size increased to alarming proportions, rumors swirled of Boston taking performance enhancing substances. Which would explain his antics in San Diego — including a messy fight with a strength coach, and his generally “moody” demeanor. It was eventually announced that Boston tested positive for substances often used by bodybuilders. The Chargers released Boston after just one forgettable season.
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