He went on to be the captain and high scorer of the Texans and was honored with the MVP of the Tampa Bay Sun Bowl tournament. Dempsey studied the play of Argentina's national team, especially Diego Maradona, and was heartbroken when the news came to Nacogdoches that Maradona would not be playing in the 1994 World Cup game played in the Cotton Bowl. He attended Furman University as a health and exercise science major and a key player for Paladins soccer.