Caleb played for Wake Technical CC from 2016-18 and went on to play at Urbana University from 2018-20. At the start of the 2021-22 season, he began his coaching career joining Sterling College’s nationally-ranked women's basketball squad. At Sterling College, Caleb was involved with recruiting, player development, scouting reports, film breakdown and practice plans. During the 2021-22 season, Sterling College owned a 32-3 record and earned a bid to the NAIA National Tournament after securing conference regular season and tournament championships. Caleb is currently serving as a Graduate Assistant with the Illinois Fighting Illini Women’s Basketball team, where he helps the rest of the staff with personelle, film, scout team duties, and much more.