Kaleb Cowart competed at Cooperstown Dreams Park in 2004 during week 7 with the Tallahassee Tomahawks (FL). In 2010, Kaleb was a first round draft pick in Major League Baseball's amateur draft. He was chosen 18th by the Los Angeles Angels of Anaheim.

A 2010 graduate of Cook High School (Adel, GA), Kaleb posted incredible numbers on the field. His .654 BA was second highest in state history. He had 11 homers, 59 RBI and 36 steals without getting caught. On the mound, Kaleb was 10-1 with a 1.05 ERA with 116 strikeouts in 73 innings. Kaleb, who previously signed to play baseball at Florida State University (Tallahassee, FL), was named the 2009-10 Gatordae National Baseball Player of the Year.

Kaleb began his professional baseball career in 2010 with the Rookie League's Arizona Angels. He continues to compete at the Minor League level within the Los Angeles Angels of Anaheim system, playing for the Orem Owlz (Orem, UT) since 2010.