Jackson began his formal dance training at Thelma Goldberg’s Dance Inn at age 9. In 2011 Jackson enrolled in his first tap class and two years later he joined Boston Tap Company, under the leadership of Sean C. Fielder. In addition to tap, Jackson studied Jazz, Contemporary, Hip Hop, Ballet, and Modern dance. In 2016 he joined Subject:Matter. In addition to performing with Subject:Matter, Jackson is also a member of Caleb Teicher & Company an alum of the 2017 School at Jacob's Pillow Tap Dance program and a student at Tufts University.