Caleb Underwood started training Soo Bahk Do in 06/02/2012 under the guidance of his instructor Guinn, Sa Bom Nim at Montgomery Karate. He tested for Cho Dan (1st Degree Midnight Blue/ Black Belt) 11/07/2015. He started his studies for Jo Kyo (certified assistant instructor) around the same time, after successfully completing the requirements for the Jo Kyo Program he became a certified Jo Kyo on 01/01/2017.

Caleb continued his training and tested for Ee Dan (2nd degree Midnight Blue/ Black Belt) 11/04/2017. Caleb received Kyo Sa (certified Instructor) certification on 08/31/2018. Caleb then tested for Sam Dan (3rd degree Midnight Blue/ Black Belt) on 10/03/2020 and is now training to achieve his Sa Dan (4th degree Midnight Blue/ Black Belt) and he is also studying to obtain certification as a Sa Bom (certified master instructor).

Caleb has gone to the national championship tournament to compete in individual Forms, individual sparring team forms, team sparring, and Moo Do sparring divisions in 2017, 2018, 2019, and 2022, where he won multiple first and second place titles.

Caleb is very active within the Moo Duk Kwan (world-wide governing organization for Soo Bahk Do) within his community, region, country, and internationally. Caleb has served for the last few years as the Region 6 representative for the Youth Leadership program and in Oct of 2022 served as the national Representative for the United States for the international Youth Leadership Symposium in Incheon, South Korea.