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This dissertation applied an extended version of Cropanzano et al.'s (2017) theoretical framework, integrating affective events theory with leader-member exchange theory, incorporating leadership self-efficacy and workplace satisfaction. It investigated challenges of peer supervisory relationships among eight head resident advisors at a small liberal arts university in the Southeastern United States. The main research questions were as follows: Research Question 1 (Q1): Do affective events impact individual student leadership team members' perception of the quality of peer supervisory relationship between themselves and their indirect reports? Research Question 2 (Q2): Does the perception of the quality of peer supervisory relationship impact the overall workplace satisfaction of leadership team members? Research Question 3 (Q3): Does the perception of the quality of peer supervisory relationship impact overall perceived confidence in their own leadership abilities? This quantitative, non-experimental study utilized a correlational approach with a four-section survey administered to all team members. Spearman's R analysis revealed no significant correlations for the first two research questions. However, a significant correlation was found between increased relationship quality and decreased leadership self-efficacy, suggesting self-criticism among the leadership team. The findings offer insights into supporting team members and professional staff within higher education residence life departments. Recommendations include ongoing training in supervisory relationships and coaching skills, professional staff modeling supportive relationships, investigating team experiences through qualitative methods, broadening the study's population for comprehensive findings, and expanding data analysis to explore correlations across constructs. [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.]