Our mission is to help 10m students realize their full potential by choosing a best-fit, best-quality education next step by 2033.
Our vision is to transform our postsecondary education system so that only programs that deliver for all students thrive.
Our Solution
Willow Education has developed a cutting-edge recommendation engine that puts learners in control. By focusing on their unique interests, goals, and financial considerations, we help students discover the best-fit, high-quality educational pathways across college and professional programs.

Meet the Team
The founder and former CEO of Rocky Mountain Prep – one of Colorado's most successful public charter school networks – James carries with him over 15 years of experience in the education sector. James believes all learners deserve support to navigate their post-secondary education journey with confidence. Growing up, his mother, Fredrica, instilled in him a simple yet powerful belief: with hard work, anything is achievable. He is painfully aware that promise is not true for everyone today; and is steadfast in that mission to shape a world where every individual has the opportunity to fully realize their potential.
James Cryan
Founder & CEO
Ryan York has worked in education for 18 years as a teacher, instructional coach, principal, and charter school founder / co-CEO. Throughout his career, he has been passionate about the intersection of technology and student outcomes. Ryan began writing software over a decade ago, creating online tools for teachers. He went on to design a computer science curriculum and learning management platform that served over 10,000 students and won the Sally Ride & Deloitte National Award for Innovation. Ryan believes intentionally designed technology can and should serve as a catalytic force to address inherent inequities in schools and society and is honored to be moving that work forward with the Willow team.
Ryan York
Chief Product & Technology Officer
The meaning behind Willow
Willow trees symbolize transition, hope, and renewal, embodying the spirit of our mission to support learners through their educational journeys.
When planted with the other trees in the forest, a Willow tree won’t grow. When planted in the right environment, Willow trees are one of the fastest-growing; flourishing and strengthening their ecosystem. This is much like the transformative impact of high-quality education on individual learners and their communities.