 He led Sarasota High School to the Florida State Championship and #16 national ranking in his senior year, going 10–2 with an 0.70 ERA and 122 strikeouts and 29 base on balls in 70 innings.Seay was named First-team High School All-American and a finalist for Louisville Slugger's High School Player of the Year Award.Seay was drafted 12th overall by the Chicago White Sox in 1996 but was granted free agency based on Major League Baseball's amateur draft rule 4-3.