The Chrysalis Project helps leaders, institutions, and organizations navigate the most consequential shift in learning and leadership since the printing press.
Transformation has always been my work. For 25+ years I led some of the most respected independent schools in the country — serving as Assistant Head and Provost, and ultimately as Head of School with full P&L oversight of a $29M enterprise and accountability for 200+ employees. Along the way, institutions like The Hockaday School shaped my deepest convictions about what excellent leadership actually requires.
Now, as an Executive Coach and Consultant — and while completing an MA in AI Leadership — I partner with senior leaders who are ready to navigate transformation with clarity, courage, and genuine purpose.
The most important thing education can build in a young person right now is intellectual sovereignty — the capacity for independent reasoning, sound judgment, and critical discernment in an era where AI constantly shapes how we process information.
That conviction is the foundation of The Chrysalis Project — and of every product, partnership, and piece of writing that comes from it. My work centers on AI strategy and adoption, responsible AI governance, executive enablement, and organizational transformation.
Working directly with senior leaders on AI adoption, responsible AI governance, and executive AI literacy — helping them think clearly about what AI means for their work, their teams, and the institutions they lead.
Explore Advisory →One-on-one coaching for executives navigating transformation, building resilience, and leading with clarity in an AI-native world. Grounded in decades of institutional leadership and a deep understanding of what this moment requires.
Work With Blair →AI-powered development for leaders navigating institutional transformation. Built on the conviction that the leaders who thrive in this era are those who know themselves — their judgment, values, and capacity to lead with clarity.
Learn About Leader-Flow →Designed to help senior citizens confidently learn and use AI in their daily lives. Senior-Flow meets older adults exactly where they are — with patience, clarity, and genuine care for their independence and dignity.
Join the Waitlist →"This is not AI in education. This IS Education."
— Blair Lowry, Founder · The Chrysalis Project
A few years ago, I sat in a room in Washington, D.C. with a group of independent school heads discussing the future of education. ChatGPT hadn't launched yet. Everything was about to change — not in the way schools have always changed, but in a way that forces a question no generation of educators has faced: when the path of least resistance is to let AI think for you, how do we develop the discernment to use it wisely and the agency to lead with it purposefully — in a world it is reshaping at speed? That is what intellectual sovereignty is about. And it is why I built The Chrysalis Project.
Read Article →The capacity for independent reasoning, sound judgment, and critical discernment has always been the goal of education. AI makes it the urgent one.
Coming Soon →Sal Khan didn't build a better classroom. He blew up the assumption that learning required one. AI multiplies that premise by orders of magnitude.
Coming Soon →Whether you are a school leader navigating this moment, an organization thinking seriously about AI and human development, or a company building technology that touches learning — I would love to connect.