The Five Most Daunting Challenges of School Leadership in 2025–26

 

Join ISM’s Scott Wilson for a candid conversation with two successful and innovative independent school heads about the challenges they (and their peers) are facing today and in the immediate future. 

The webinar will focus on these five areas: 1) the effects of AI on teaching, learning, and operations, 2) financial sustainability and the tuition “tipping point,” 3) teacher recruitment and retention, 4) board leadership, and 5) the tough realities of student well-being. While several of these challenges have been ubiquitous for years, the conversation will emphasize the impact of the pace and volume of change, and offer suggestions for moving forward with focus and confidence