Medina was the National Pitcher of the Year in 2006 as he led the Hornets to their first NCAA Division II World Series. He started a school record 17 games as a senior and finished with 142 strikeouts to rank second in a single season at Emporia State. He was 13-2 with a 2.48 ERA as a senior and picked up the win in relief in the Hornets regional championship game. His 187 strikeouts are the most by a two-year player at Emporia State as an NCAA Division II school. He was a 15th round draft pick of the New York Yankees.