Robert Grant, sixth headmaster at Shore, was fond of making one particular remark to the parents of students newly enrolled at the school. He liked to say, “I hope your child will be severely disappointed during his time at this school.” The parents were often confused. Why would the headmaster wish for my child to be severely disappointed? Grant would explain that if a student does not experience real disappointment at school, then he will be unprepared for disappointment when it comes in real life.

