This qualitative study examines the perceptions of current and former instrumental music educators regarding the reasons behind music teachers leaving the profession. The study aims to provide evidence to better understand these issues and their implications for educational leadership. By conducting semi-structured interviews with seven former secondary instrumental music educators and seven current instrumental music educators in the Metro-East of St. Louis, we have gained valuable insights into the challenges that drive music teachers to consider leaving the field. Thematic analysis of the data revealed that work-life balance, administrative support, and policies related to the current retirement pension system are among the primary concerns of both current and former music educators. The implications drawn from these findings have highlighted several potential changes. These include the establishment of a school or district music supervisor to advocate for and represent the fine arts during decision-making processes, a reevaluation of required versus optional performance opportunities to promote a healthier work-life balance, and the development of a more equitable retirement system that aligns with existing Tier 1 systems and those of neighboring states. By raising awareness of these issues and implementing necessary changes, we can work towards retaining exceptional music educators in this incredibly impactful and rewarding profession. [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.]