358. Building a Leadership Life That Lasts: Featuring Evan Robb

24/11/2025

Aspire to Lead

0:00

26:02

What if the real secret to long term leadership is not endurance at all, but learning how not to lose yourself along the way? In this standout episode of Aspire to Lead, Principal Evan Robb returns with a candid and deeply human look at what it truly means to lead for the long game. From becoming a principal at thirty two and opening a school of more than one thousand three hundred students to spending over two decades in the role, Evan shares the honest lessons that titles never teach such as overconfidence, exhaustion, rediscovering balance, and the joy that only comes when you learn to lead yourself first. Joshua and Evan explore what sustainable leadership requires in real, everyday practice. They discuss choosing presence over busyness, building a school where leadership is shared rather than stacked on a single person, and protecting your life outside the building so you can show up grounded and focused inside it. Evan speaks openly about the boundaries that preserved his wellness, the relationships that restored his joy, and the personal belief system that guides every decision he makes. The conversation also highlights how passion projects including writing, speaking, and podcasting can strengthen a leader’s growth when they are rooted in service and designed to create real Monday morning impact. Whether you are stepping into leadership for the first time or seeking renewed purpose after many years in the seat, this episode offers clarity, encouragement, and actionable guidance to help you build a leadership life that lasts. About Evan Robb: Evan Robb is presently Principal of Johnson-Williams Middle School in Berryville, Virginia. He has over twenty years of experience serving as a building level principal. Prior to being a school principal, he was an English teacher, department chair, and Assistant Principal. Evan is a recipient of the Horace Mann Educator of the Year Award. In addition, the NCTE Commission on Reading selected him to serve on its national board. A TEDx Speaker, Evan offers inspirational keynotes, workshops, and on-going professional learning opportunities across the country on leadership, mindset, culture, impactful change and how to improve literacy in schools. Evan has shared his ideas with thousands of educators at dozens of workshops across the country. His first book titled, The Principal’s Leadership Sourcebook: Practices, Tools, and Strategies for Building a Thriving School Community was published by Scholastic in the fall of 2007. His next book, The Ten- Minute Principal was published by Corwin in May 2019. Evan and Laura Robb collaborated with Dave Burgess Publishing to write Team Makers, which was published in August of 2019. In addition, Evan is partnering with Laura Robb to write, A School Full of Readers, with Benchmark Education, Fall 2019.