Leadership theories and their application to various leadership positions is a heavily researched field. Specific research has been conducted examining leadership theories of both middle level and senior level leaders individually (Amey et al., 2020; Eddy and Mitchell, 2017; Hernandez and Hernandez, 2014. However, an examination of leadership theory differences between middle level and senior level leaders within the community college sector is not as widely researched. The aim of this study is to compare the leadership philosophies between middle level and senior level leaders at community colleges. Comparisons will be conducted to determine whether both leader types participated in any professional development opportunities and if there are any correlations. The leadership development opportunities and leadership ideologies all help garner insight as to how these can impact a community college's succession planning. The study aims to determine if there are differences between leadership theories of the middle level and senior level leadership positions and if leadership development opportunities for middle level leaders can aid in succession planning within the community college sector. [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://bibliotheek.ehb.be:2222/en-US/products/dissertations/individuals.shtml.]