A transcript for each teacher is on file at Highland or with a professional organization. There are four division heads, six assistant teachers, four administrators and four support personnel. The resource department consists of a Director of Guidance and a Director of Content Mastery. Three people are involved in conducting the extended day program and there is a full time librarian. The composite staff represents a group of differing ages, experience and academic background.
Communication is maintained through scheduled all-school faculty meetings.
There are regularly-scheduled meetings of the Headmaster and the division heads. Additional teachers and staff are added as needed. The turnover of the teaching staff is generally low. The Head of the School is appointed by the Board of Trustees and is the Chief Administrative Officer of the Board. David P. Plank was appointed Headmaster in 1992.