The 5 biggest NFL flops in Dallas Cowboys history

Drew Henson was one of many failed franchise quarterback prospects that Cowboys fans endured after Troy Aikman's retirement (Photo: Getty)
Drew Henson was one of many failed franchise quarterback prospects that Cowboys fans endured after Troy Aikman's retirement (Photo: Getty)

Taco Charlton

In the opening round of the 2017 draft, the Cowboys believed that the next great sack master lingered toward the end of the first round. They were right...but missed him by two picks.

Shortly before T.J. Watt went to the Pittsburgh Steelers with the 30th pick, Dallas used No. 28 on his fellow Big Ten rep Taco Charlton. What Charlton failed to put up in the box score he made up in personality, notably playing his nickname and preparing imaginative tacos for his teammates after big plays. Alas, few of those plays came from Charlton himself, who struggled to carve a role for himself on the Dallas defensive line. Inefectiveness and injuries limited him to a mere 18 games in blue and white and he was eventually released at the start of his third season with the team in 2019. Charlton has since spent the past three years with three different teams, most recently joining the Pittsburgh Steelers.

Galloway, seen in 2003, was productive, but not enough to justify the massive price the Cowboys paid for him (Photo: Getty)
Galloway, seen in 2003, was productive, but not enough to justify the massive price the Cowboys paid for him (Photo: Getty)

Joey Galloway

Often labeled one of the greatest players who never participated in a Pro Bowl, Galloway made a name for himself with three 1,000-yard seasons over his first four years in Seattle. With Troy Aikman and Michael Irvin on their respective ways out, the Cowboys needed to upgrade their offensive weaponry and eventually dealt their first premier picks of the century to the Seahawks in exchange for Galloway's services.

While mostly effective, especially considering the hodgepodge of quarterback infamy Galloway had to work with (more on that in a minute), the receiver never truly justified the seven-year, $42 million deal he was bestowed at the onset of his Dallas tenure. He tore his ACL in his Dallas debut and never reached 1,000 yards in four seasons in Texas (he was traded to Tampa Bay in 2004 for an aging Keyshawn Johnson). Not only did the massive contract hamper the Cowboys' free agency efforts, the ultimate insult came when the Seahawks used those first-round picks to draft Shaun Alexander and Koren Robinson, each of whom became major contributors toward a Super Bowl run in 2006.

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