The inspiration for this collection arose in late 2013 in the Council on Higher Education’s (CHE) Monitoring and Evaluation Directorate, the directorate responsible for conducting research on the higher education landscape and monitoring the state of the sector over time. They noted that conditions besetting universities had grown increasingly complex, both globally but more especially locally, and the question arose – how had this altered the challenges to university leadership over the period, say, between the new political dispensation ushered in in 1994 and the second decade of the new millennium? More particularly, how had leaders with a proven track record of visionary and strong leadership during this period faced these challenges? How did they see the main changes that needed dealing with? What challenges did these changes pose and how were they successfully overcome? What did they think, looking back, were the main constituents of successful leadership and management? What wisdom could be distilled for posterity? The Directorate decided to invite a range of vice-chancellors and senior academic leaders who had completed their terms of office to contribute to a project that set out to gather such reflections and compile them into a publication.