Cybersecurity has become increasingly important not only in the technology sector but in criminal justice professions as well, and significant challenges have arisen as a result. However, these challenges are not well discussed in the literature. To address this gap, and to study the cybersecurity trends impacting criminal justice professionals and the skills, knowledge and abilities criminal justice students need to succeed upon graduation, this research focuses on the role cybersecurity plays in the jobs that compose the main components of the criminal justice system and adjacent areas: law enforcement, the judicial process, corrections, social work, and military. This research utilizes semi-structured interviews with current and recently retired practitioners. Findings from this study revealed eight broad themes, many of which are complementary including changing technologies, generational gaps, over reliance on information technology professionals, and best practices for education composed of experiential learning, soft skills, specialized curriculum and interdisciplinary approaches.