Malcolm McKenzie is head of The Hotchkiss School (Connecticut). Before coming to Hotchkiss in July 2007, he had been principal of Atlantic College, the founding school of the United World Colleges, for seven years. This article is derived from his address at the 2012 Independent Schools Experiential Education Network (ISEEN) Conference, hosted by The Hotchkiss School. This piece contains a few minor overlaps with an article that he published recently in the Journal of Research in International Education.