This study focuses on the narratives of two women leaders, one of whom continues to work as a community college president and another who made the transition from a community college presidency to the directorship of a continuing education division of a large, state research university. The women were first interviewed in 2000 when they discussed their own career characteristics and views of women presidency leadership issues. At that time, one was considering accepting a post leading a northwest community college undergoing drastic changes in mission, goals and target student population. She served as that college's president in 2002. The women agreed to be interviewed again in 2002, sharing information about the challenges and the details that have defined the evolution of their leadership styles during the past two years. The earlier interviews were conducted by telephone and email. In 2002, one was interviewed by telephone, and the other during a lengthy personal visit. Both women are identified by pseudonyms in this study. Their stories are unique and individual, as much as they are inspirational and educational.