head attended hillcrest christian school (jackson, mississippi) and the university of mississippi. he was the designated hitter for the united states national baseball team during the 2003 pan american games, receiving a silver medal for his efforts. in 2004, head was the inaugural recipient of the ferriss trophy (now the c spire ferriss trophy), awarded annually to mississippi's top collegiate baseball player. head was selected by the cleveland indians with the 62nd overall pick in the 2005 major league baseball draft.