As the Millennial generation (individuals born 1982-2004) of leaders emerge in the educational setting, it is important to consider how these individuals may lead or work alongside a more veteran generation of teachers and administrators. While most of the evidence on leadership focuses on the characteristics of Baby Boomer and Generation X leaders, information on the leadership style and leadership outcomes of effectiveness, effort, and satisfaction of Millennial leaders, the youngest generation of leaders, is lacking. This study sought to determine the relationships between leadership style, leadership outcomes, gender, and generation. A review of extant literature on Bass and Avolio's (2004) Full Range Leadership Model and previous findings related to gender and generation are included. Data was collected by surveying 372 public school administrators in Illinois. The independent variables of gender (male and female) and generation (Baby Boomer, Generation X, and Millennial) were analyzed with respect to leadership style (transformational, transactional, and laissez-faire), as well as leadership outcomes (effectiveness, effort, and satisfaction). Gender was found to be related to levels of both transformational and laissez-faire leadership with female respondents scoring higher than male respondents. Generation was found to be related to levels of effectiveness with Baby Boomer respondents scoring higher than Millennial respondents. Implications of the findings and suggestions for future research are included. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com.bibliotheek.ehb.be/en-US/products/dissertations/individuals.shtml.]