This study examined the perceptions and lived experiences of student conduct hearing officers relative to the frequency and challenge of student concerns they observe in their roles on small, private college campuses. Using a framework of systems theory and perception theories to inform the work, as well as decades of existing literature, the scholarly practitioner found several themes among the experiences of student conduct hearing officers surveyed and interviewed for this study. Using an explanatory sequential mixed methods approach, the researcher conducted a national quantitative study of student conduct hearing officers to first identify student concerns perceived to be most frequently observed (financial insecurity and mental health) and most challenging to address (financial insecurity and COVID-19). Seven participants then participated in semi-structured interviews to further explore their lived experiences as student conduct hearing officers on small, private campuses, which led to the discovery of several themes related to their work. Student concerns were perceived to be most challenging when they were difficult to resolve, required mitigation of risk, involved emotional investment on behalf of the student conduct hearing officer, or were time intensive. Student conduct hearing officers expressed that they identify professionally as student development educators, advocates, and change agents and experience collaboration, autonomy, limited resource availability, and a need for more professional development on their campuses. And lastly, participants opined that, in their experience, they believe there to be ambiguity in the role of higher education as it relates to the alleviation of student concerns. [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/en-US/products/dissertations/individuals.shtml.]