The authors describe what they have learned from 10 years as designers and facilitators of the award-winning Dorothy Wylie Nursing and Health Leaders Institutes. Since 2001 they have offered 23 institutes to over 2,200 existing and emerging health leaders to promote their leadership development and learning. As well, they have supported the development and execution of close to 900 leadership application projects initiated by participants for their organizations. The authors offer knowledge and insights related to three key areas: (a) the individual (the leadership aspirant or learner), (b) the organization's role in supporting leadership development and (c) leadership program design.