Proper nutrition and eating habits are critical components when facilitating safe, enjoyable expeditions. The author asserts that outdoor leaders must be diligent in overseeing the health of their participants through proper nutrition. Leaders in training with a history of eating issues face a special challenge. The author discusses how these leaders balance a lifetime struggle with food on a 28-day leadership development course with an expectation that they model a standard eating behavior. She presents a list of suggestions to confront the potential eating issues.