This study sought to understand how aspiring administrators and supervising mentors contribute to the intern's opportunity to lead authentic administrative tasks during the administrative internship. Using case study methodology, we gathered data from six intern/mentor pairs through in-depth interviews, observations, journals, and logs. Several themes contributed to the development of the intern/mentor relationship in three phases: (a) establishing the partnership, (b) cultivating the mentoring relationship, and (c) learning through the leadership experience. Our results informed the development of the Educational Leadership Mentoring Framework, a new conceptual framework that has the potential to enhance the quality of administrative internship experiences.