4 best (and 2 worst) Cowboys trades under Jerry Jones

Dallas Cowboys v New York Giants
Dallas Cowboys v New York Giants / Focus On Sport/GettyImages
facebooktwitterreddit
Prev
4 of 7
Next

3. Charles Haley (Best)

Jerry and other players from the Super Bowl teams have often said they could not spell Super Bowl until Charles Haley arrived. After making the playoffs in 1991, Dallas knew they still needed more help. The team traded a 1993 second round pick and 1994 third round pick to the 49ers for Haley in the 1992 offseason.

Haley came to Dallas with question marks, having clashed with 49ers coaches and management, but Jones was willing to take the risk. The move paid off immediately as Haley had six sacks with 39 tackles and helped the Cowboys defense rank first in the NFL in 1992. Dallas won its first of three Super Bowls in the 1990s.

Haley helped Dallas win two more Super Bowls in 1993 and 1995. While his off-field problems were well known, he continued to be a force for the defense. Haley retired after the 1996 season, but returned to San Francisco for the final two years of his career.

Haley was the first player in league history to win five straight Super Bowls and in 2015 was inducted into the Pro Football Hall of Fame. Landing a future Hall of Famer who helped win three championships was one of Jones' best trades.