In his senior year, Cowart played third base and also pitched. As a pitcher he went 10-1 with a 1.05 ERA in 73 innings, recording 116 strikeouts and one save. As a batter, he hit .654 with 11 home runs, 59 RBIs and scored 55 runs. He also recorded a 1.206 slugging percentage, a .721 on-base percentage and was 36/36 on stolen bases. His batting average is the second highest in state history for a single season. As a high school senior at Cook County High School, Kaleb ate a record 42 hot wings in 3 minutes at the Adel town fair, only to come in second to Bret Marks.