Higher education institutions over the last half-century have invested in hiring student affairs personnel to administer student recruitment and retention efforts (Schwartz & Stewart, 2017). Mid-level student affairs and services managers play a critical role as leaders in administering programs, supervising staff, and reporting to senior-level leadership. Most midlevel managers in student affairs today identify as women, yet their representation among senior leadership and the presidency remains scarce. Only in the last few decades have scholars started to explore gender, leadership identity, and leadership development at the mid-level management level to explain why women fall behind in advanced leadership positions. I used a descriptive, exploratory research design with 18 interviews among women in mid-level management student affairs and services roles to learn how these women describe their leadership development experience at a large 4-year public, very high research activity institution with a central Student Affairs Division and within offices in a Division of Academic Affairs that provide student affairs services. My findings suggest women in these roles learn about leadership primarily through relationship building and on-the-job experiences involving internal senior leaders, experts in the field, peers, and their own team. Most significantly, my contribution to the field of knowledge not previously documented considers how access and support for leadership development for women mid-level managers performing student affairs work varies based on institutional organizational design; my findings show perceived barriers to access and support for leadership development opportunities exist among women mid-level managers who perform student affairs work. [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.]