Montgomery joined the University of Central Arkansas men’s basketball program in 2024. Montgomery played critical a role in the development of the front court last season at UCA. He worked closely with freshman Nehemiah Turner. Nehemiah’s hard work on the court showed late season in an eruptive 37 point and 11 rebound a game versus Stetson in the ASUN quarterfinals.
Before joining UCA, Montgomery was an assistant coach at Palm Beach Atlantic University for two seasons. The Sailfish recorded back-to-back winning seasons for the first time since 2003-05. The Sailfish posted their second-highest team winning percentage in PBA's d2-era. In his first season with the Sailfish, Montgomery helped PBA finish with a record over .500 in the 2022-23 season. Montgomery help PBA's big men Jalen Cooper and Jakob Hester achieve breakout seasons. Cooper earned the program's first SSC Defensive Player of the Year award and led the 'Fish with 17 points per game. Hester finished third on the team in scoring, averaging 15 points per game. He recorded the first triple-double in PBA history against Eckerd in 2022.
In 2021, Montgomery returned to his alma mater, Lee University, as a graduate assistant. In his role with the Flames, he coached on the floor as well as administrative duties that included booking hotels, creating scouting reports, recruiting, and ordering meals for a Flames team that went 19-9.
After his collegiate career, Montgomery played a year professionally in Iceland and Portugal before returning home to begin his coaching career.
A 2020 graduate from Lee University, where he received a degree in Digital Media Communication, Montgomery was a four-year member of the basketball program. During Montgomery’s senior year, he was All Gulf South Conference First Team, averaged 18 points per game and helped lead Lee to their first NCAA tournament appearance in the Division 2 era.
Montgomery coached for Pro Skills Basketball in the summer of his junior and senior year of college. He played a critical role in planning practices, in-game management, and skill development.