The purpose of this study was to explore the role complexity of supervisors in a rural community in northern Victoria. Using a semi structured qualitative interview approach this study explored the perspective of supervisors from one small rural hospital in Victoria where approximately 80% of the medical staff are IMGs. Supervisors who graduated both within and outside of Australia shared their experience of supervising both AMGs and IMGs, and particularly their role identity in supervision. Taking a qualitative content analysis approach to coding, the research team looked at the extent to which prior experience influenced both mentorship and assessment roles and compared the relative challenges and opportunities of supervision for both Australian and overseas trained supervisors. The results of this study revealed the beneficial but complex relationship that exists between supervisor and supervisee, particularly when there is shared language, culture and lived experience involved. The results also showed that both Australian trained and overseas trained supervisors bring different strengths and opportunities to the role, and optimum results are to be found when trainees experience a range of supervision styles and approaches, particularly when done in a team supervision arrangement supported by a Community of Practice around Supervision.