Hi All,

I'm Ryan Hennessey—an untethered educator turned heart-led coach, entrepreneur, and writer. I've spent years breaking free from autopilot, embracing every detour, and building the most beautiful life I can imagine: one defined by purpose, connection, and authentic adventure.

My mission is simple: to craft the most vibrant, aligned, and fulfilling life possible—and to inspire and guide others in doing the same. I believe true transformation comes from stepping boldly into the unknown, trusting yourself, and daring to be fully seen.

Life isn't about discovering who you are—it's about intentionally creating who you choose to become.

Ready to redefine your story? Let's rise together.

Work With me

Personalized Coaching

Personalized coaching for those ready to align their lives with their deepest purpose. We’ll explore what sets your soul on fire, envision your most beautiful life imaginable, and set to work building it.

(Re)align retreats

(Re)Align Retreats offer transformative experiences in breathtaking locations that build community, provide clarity and direction, and set the foundation for meaningful change in your life.

Collaborative tutoring

Collaborative tutoring provides both small-group tutoring and individualized 1:1 sessions, tailored to help students navigate academic challenges, build study skills, and achieve their educational goals with confidence.

In the Spotlight:
My Teaching Journey

Check out this featured article highlighting my approach to teaching, building relationships, and making a meaningful impact in students’ lives. Read more HERE.

As Heard On

explore My Latest WritinG