Mike Ditka left a permanent mark on the NFL as both a player and a coach, but one of the most unforgettable parts of his career came from a move that still gets talked about every draft season.
Ditka died Friday at 86, and fans immediately began revisiting the moments that defined him. The Hall of Fame tight end was a force for the Chicago Bears, finishing his playing career with 427 receptions, 5,812 receiving yards and 43 touchdowns. He also guided the Bears to a Super Bowl title in 1985 as head coach.
“It is with profound sadness that we announce the passing of our beloved husband, father, grandfather, and friend, Mike Ditka,” Ditka’s family said in a statement. “While the world knew Mike as a Hall of Fame football player, legendary coach, and leader of the Chicago Bears’ Super Bowl XX championship team, we knew him as the heart of our family. Mike will be missed beyond measure and remembered forever.”
Among the memories resurfacing was Ditka’s wild swing at the 1999 NFL Draft, when he was coaching the New Orleans Saints. Convinced Ricky Williams would transform the franchise, Ditka pushed the Saints into a massive deal with Washington. To get the chance to draft Williams, New Orleans gave up every pick it had in the 1999 draft, plus its first-round and third-round selections in 2000.
The trade was big enough to become a pop-culture moment on its own, with ESPN The Magazine putting Ditka and Williams on its August 1999 cover dressed as a bride and groom.
But the gamble never paid off the way Ditka imagined. Williams ran for 3,129 yards and scored 18 total touchdowns with the Saints, then was traded to the Miami Dolphins in March 2002. New Orleans went 3-13 in 1999, and Ditka was fired after that season, leaving him with just one year coaching Williams before the whole thing came apart.
Even with the trade ending badly, it remains one of the boldest moves in draft history - the kind of all-in bet that fit Ditka’s reputation perfectly.
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