Start with high-confidence educational leadership books, then narrow by subgenre or adjacent topics.
Leadership
Elizabeth D. Samet
Managing Teams in Secondary Schools
Les Bell
Meeting the Ethical Challenges of Leadership
Craig E. Johnson
The Principal
Michael Fullan
The Art of Coaching Teams
Elena Aguilar
From Equity Talk to Equity Walk
Tia Brown McNair, Estela Mara Bensimon
Leverage Leadership 2.0
Paul Bambrick-Santoyo
Driven by Data 2.0
The Handbook of Student Affairs Administration
George S. McClellan, Judy Marquez Kiyama
Becoming a Student-ready College
Tia Brown McNair, Susan Albertine
The Principal 2.0
Leadership Theory
John P. Dugan
Advice From the Principal's Desk
David Franklin
NIAAA's Guide to Interscholastic Athletic Administration
National Interscholastic Athletic Administrators Association (NIAAA), National Interscholastic Association of Athletic Administrators (Niaaa)
How Colleges Work
Robert Birnbaum