Herbert Friedman is headmaster of Leafmore High School.
Herbert was born around the 19th century according to information in the original Obscure. Herbert has a twin brother named Leonard. They both founded Leafmore High School. He was believed to have been killed long before the events of Obscure. However, after the death of his brother and destruction of Leafmore, he reappeared in Fallcreek and rebuilt Leafmore High School and is the current headmaster.
He is one of the near end bosses in the game.