Bill McGregor, the winningest coach in DeMatha history, announced that he will sit out the 2026 campaign as he takes a leave of absence from the sidelines. In his stead, the school has named him Director of Football Operations, ensuring his influence remains part of the program’s strategic direction.
The Coaching Transition
Assuming the head‑coach duties will be Bryce Bevill, a DeMatha alumnus who starred as a quarterback before moving on to college play. Bevill returns to his alma mater with a reputation for aggressive play‑calling and a deep understanding of the school’s culture.
The team enters the season with a preseason ranking of No.12 in the Preseason High School Football America 300, a placement that reflects both the program’s recent success and the challenge of maintaining momentum after a No.9 finish the previous year.
DeMatha will open its schedule against Archbishop Spalding, currently listed at No.48 in the national rankings. Spalding arrives as the defending MIAA A Conference champion, having captured four straight titles, setting up an early test for the new coaching staff.
Bob Milloy, the longtime coach of Good Counsel High School, remains Maryland’s all‑time winningest coach with 405 victories, a benchmark that underscores the competitive landscape Bevill must navigate.
Beyond the win‑loss column, the transition highlights a broader trend in the Mid‑Atlantic’s private‑school football circuit, where alumni are increasingly stepping into leadership roles, blending former playing experience with modern analytical approaches.