A web-based survey was disseminated to examine the relationship between high school special education teachers and direct-service transition professionals' understanding of stakeholders' roles in transition, frequency of communication with transition stakeholders, and level of collaboration among stakeholders. Path analyses were also conducted to determine the predictive relationship between understanding of roles, frequency of communication, and level of collaboration between high school special education and direct-service transition professionals. Results indicated a positive, significant relationship between the identified variables (i.e., role understanding, frequency of communication, and level of collaboration). Limitations, future research, and implications for practice are discussed.