This study was carried out to determine the current status of the supervision unit in the Kuwaiti education system from the perspective of its staff. To gather the pertinent data, the supervisors at the Ministry of Education (MoE) were interviewed and invited to join focus groups in order to discuss the obstacles and challenges they face, and obtain their suggestions for improvement. Subsequent data analysis revealed important issues related to the complexity of their job description, duties, and responsibilities, making it challenging to address the needs in the educational field. Their main recommendations pertained to a better breakdown of their job responsibilities to enhance their performance. Therefore, this study sheds light on the current situation in the supervisory unit with regards to the institutional, individual, and legal enabling environments for education in Kuwait, indicating that the complex administrative hierarchy hinders supervisors from fully supporting the system. [For the full proceedings, see ED630948.]