Utilizing action research and a qualitative research study design, the purpose of this study was to glean how participation in the Building Community Through Discourse Intervention (BCTD intervention) influenced the cultural and social awareness of six Development and Alumni Relations (DEVAR) managers at The University of California, Davis (UC Davis). To investigate DEVAR managers’ comfort, knowledge, and skills discussing and advocating for diversity and inclusion (D&I), the BCTD intervention featured four topical units: racial issues in the workplace, privilege issues in the workplace, identity issues in the workplace, and applying theory to practice. Over ten weeks, DEVAR managers were required to read assigned chapters from So You Want to Talk About Race by Ijeoma Oluo, watch proposed videos related to D&I, maintain a participant journal to reflect on their experiences throughout the study, and engage in bi-weekly focus group discussions hosted via Zoom to review the prescribed learning material. Guiding the study were two theoretical frameworks: Communities of Practices and a Pedagogy of Discomfort. Through narrative analysis, a storytelling approach was used to present the findings of the study based on four themes derived from the data: the impact of fear on managers’ willingness to advocate for D&I, the importance of dialogue and the role of time in the learning process, and the need for more skills to adequately apply learning to practice. The study discovered that the BCTD intervention improved the comfort and knowledge of DEVAR managers to discuss and advocate for D&I. However, the study did not favorably affect their ability to transfer their increased understanding of the challenges of diverse staff to their managerial practice. Subsequently, as academia and private businesses alike begin to place a greater emphasis on social justice, implications for future research entail: expanding the length of time to conduct a similar situated or designed study to focus on providing participants with enhanced learning opportunities to improve their ability to apply their learning to practice, in-person focus group discussions as opposed to Zoom, and increased representation amongst study participants to enhance the richness of shared experiences.