On Nov. 14, 1993, against the Philadelphia Eagles, Don Shula, then with the Miami Dolphins, earned his 325th win in his 31st year as a head coach. In doing so, he passed George Halas, who won 324 games in 40 years as the Chicago Bears' coach.

To put that into context, the two winningest active head coaches -- Bill Belichick and Andy Reid -- are respectively 67 and 133 regular-season wins behind Shula.

However, among those victories, Shula was on the wrong side of one of the greatest upsets in league history, as his heavily favored Colts were upset by the Jets in Super Bowl III.