We’re counting down the days until the Dallas Cowboys battle the Philadelphia Eagles in the season opener of the 2025 NFL season. To pass the time and mark the days, we are running through 100 Days of Cowboys. So sit back and enjoy some Cowboys history while we countdown to football.
Born: January 6, 1964. Gladys, Virginia
Position: Defensive end
Dallas Cowboys: 1992-1996
Awards: Super Bowl champion- XXIII, XXIV, XXVII, XXVIII, XXX
All-Pro- 1990, 1994
Pro Bowl- 1988, 1990, 1991, 1994, 1995
Charles Haley played defensive end for the Dallas Cowboys from 1992 to 1996, becoming one of the most impactful pass rushers in franchise history. Acquired in a trade from the San Francisco 49ers, Haley’s arrival helped push Dallas over the top, leading to three Super Bowl championships. Known for his relentless motor, power, and intensity, Haley earned two Pro Bowl selections with the Cowboys and played a crucial role in the team’s 1990s dynasty.
Best known for:
Haley was best known for being a ferocious pass rusher and emotional leader, whose championship pedigree transformed the Cowboys’ defense into one of the league’s best.
Lesser known fact:
Haley was the first player in NFL history to win five Super Bowls and to this day owns the most number of rings for any defensive player in the NFL. He only trails Tom Brady, ranking second-most for any player in league history.