Tim Hillman spent thirty years of his professional life in and around schools- more than anywhere, he lived in boarding schools. A graduate of St. Mark's School, time studied theater at Bates College, and commenced his teaching career at Phillips Academy Andover, where he spent four years leading the theater department. Hillman moved on to Los Angeles, where he headed the theater department at The Buckley School for seven years. Finally, Hillman moved on to St. Andrews-Sewanee in TN, where he spent ten years heading large, small, male, female dorms- indeed every type of boarding you can do.