 When football head coach Toney Pugh left in December 1998 to start Oak Mountain High School, former Erwin and Mortimer Jordan head coach Hal Riddle came in to lead the Cougar football program.In his first season, 1999, Riddle carried the Cougars to the Class 6A football Super 6 at Legion Field, beating Robert E. Lee-Montgomery, 30-27, in overtime for the school's first Alabama High School Athletic Association state championship.A first-half field goal by Matt Briggs stands as the longest field goal in the Class 6A title game.