Established in 2005/06 through the NCHSAA Endowment Fund and generous donations from Toby Webb supporters, the Toby Webb 'Coach of the Year' Award recognizes two outstanding coaches annually, one male and one female.

This award seeks to recognize and honor coaches who have had an impact on the lives of student-athletes, and students in general, by encouraging them to succeed, helping to develop self-confidence, ambition, a sound work ethic, and other skills necessary for success in the students' later lives. Furthermore, the coaches shall have a record of encouraging student-athletes to be well-rounded (i.e. displaying excellence in areas of scholarship, citizenship, music, etc.). Finally, the coaches shall have a reputation amongst their respective peers and the athletic community for fair play, good sportsmanship, and the development of these attributes in their respective student-athletes.

Each 'Coach of the Year' recipient will receive a $2,000 award and commemorative plaque and will be recognized at the NCHSAA Annual Meeting. Nominations will be accepted from peers and reviewed by a special selection committee based on criteria set forth by Coach Toby Webb