Adventure Coaching

You want freedom.

Not just the freedom to do what you want, when you want, how you want — the freedom to live as you should.

You’ve built a life, a business, a career. You work hard. And yet, there’s still that question: “Am I truly living? Am I operating at my edge? Am I leading with courage and clarity?” The freedom you’re looking for isn’t found in spreadsheets, office walls, or even hard work alone. It’s a deeper freedom — Eleutheria — a Greek word meaning live as you should, not as you please. To Live as you should is purposeful, meaningful, and aligned with your deepest values.

How Adventure Coaching Works

Adventure Coaching takes you out of the comfort zone — literally.
Sessions happen while being active alongside me: hiking, trail running, mountain biking, paddleboarding, climbing, and more. Because when the body moves, the brain works different.

This isn’t just a workout. It’s a conversation in motion — designed to uncover clarity in life, work, and relationships. Sometimes sessions are an hour or two on a trail. Sometimes they’re multi-day retreats, custom-built to explore the edges of what’s possible for you.

What You Gain

Through Adventure Coaching, you will:

- Discover clarity about what truly matters in your life, work, and relationships.
- Build resilience, discipline, and courage through deliberate challenge.
- Step beyond comfort to confront fear and uncover hidden potential.
- Begin living with purpose — a life aligned with Eleutheria.

This work requires action. You have to be willing to Do The Hard Things. To push beyond comfort. To lean into the edge of possibility. That’s where transformation happens.

Why Work With Me

I serve entrepreneurs and leaders as a coach, mentor, and trusted advisor. Every adventure and session is custom. No topic is off-limits. No question is too difficult. I see what others overlook and ask what others won’t.

I’m committed to making each day exciting, energizing, and fulfilling — for myself and for my clients.

Together, we create a path to freedom, courage, and purpose.

Are You Ready?

Step beyond comfort. Discover your strength. Live as you should.

Not ready to Adventure just yet? Standard Personal Coaching might be right for you.

Not ready for a long-term commitment? How about an Adventure Retreat?

I have had the great benefit and pleasure to work with Jason over the course of the last year, as instrumental in helping me assess career options, navigating a major relocation for my family and stepping into a new executive leadership role.

Jason is incredibly intuitive, a wonderful listener, and highly pragmatic. He served me as a thought provoker, a strategist and most of all a valued cheerleader, as he guided me through several twists and turns in this recent season of tremendous personal and professional change.He had a way of repackaging my sometimes confusing thoughts in a way that added meaningful direction, especially during a very chaotic period in my life.

Jason was instrumental in helping me see the best in me and helped guide me into a path of building a plan to my strengths and passions to work in for my career. He has clearly found his calling as an executive and transition coach, and I look forward to more engaging time in the days ahead.

Tim Chambers

Global Non-Profit Leader

Begin your Adventure to Freedom now!