This qualitative multiple case study was conducted to investigate how prepared counselors are for working with individuals who have been exposed to high episodes of community violence. Counselor educators and supervisors are responsible for preparing counselors to work with diverse populations. Community violence is a traumatic event that occurs with frequency in low socioeconomic communities consisting mostly of African Americans. Exploring preparedness levels of newly licensed counselors provided additional insights into the complexity of working with diverse populations. Acknowledging the intricacy present with the intersectionality of clinical skills, knowledge, culture, and privilege facilitated in-depth understanding from multiple perceptional lenses. Interview questions were used to examine counselors’ awareness of the intersectionality of privilege, diversity, and community violence. Study participants were all active provisional or fully licensed professional counselors for the state of North Carolina and completed a master’s in mental health counseling program from a Council for Accreditation of Counseling & Related Educational Programs-accredited academic institute. Study results indicated that upon graduating from their master’s-level programs, participants did not feel they were prepared to work with individuals who have experienced community violence. Study participants provided several recommendations for improving the academic experiences of all students. Deficiencies present in an academic learning environment were examined, and training needs were identified.