Let’s Journey Together

Are you Ready to Walk the Path with me?

Join me on the Road

I’m inviting you to step into a different kind of journey, one that begins within.

Join me in a shared experience designed to stretch the edges of who we are, to learn deeply, and to grow intentionally — both personally and professionally. This is a call to those ready to explore the terrain of self-discovery, meaningful leadership, and purposeful transformation.

Together, we’ll navigate the inner landscapes that shape our outer impact — expanding not just our minds, but our capacity to lead, to live, and to create from a place of deeper truth.

Are you ready to walk this path with me?

Let’s grow into what’s next — together.

Journey on,

Jake

On the Horizon

The Kumano Kodō is next. Rafting the Mighty Rogue and another Wisdom Retreat are on the horizon.

Kumano Kodo Pilgrimage

Join me for an 8-day transformative walking journey along Japan’s sacred Kumano Kodo pilgrimage trail, where ancient cedar forests, crystal-clear rivers, and revered shrines invite reflection, clarity, and renewal.

This is not just travel—it’s a chance to slow down, reconnect with yourself, and leave with a clearer sense of purpose and a practical plan to bring your vision into life.

This journey is hosted in partnership with Walking Mentorship, who bring deep expertise in guiding self-development walks in nature.

Dates:

  • 10–17 October 2026 (only 3 of 10 spots left)

Journeys in the Rear View Mirror

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Journeys in the Rear View Mirror ***


Walking the Fisherman’s Trail on Costa Vincentina
Oct
11
to Jan 18

Walking the Fisherman’s Trail on Costa Vincentina

Join Walking Mentorship founder João Perre Viana and TTC Co-founder Jake Haupert on ‘The Fisherman's Trail” on Costa Vicentina in Portugal. This is a journey of self-discovery where you can explore your needs, desires, fears, and obstacles that keep you from reaching your potential.

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Father & Son Service Adventure in Tanzania
Aug
7
to Jan 17

Father & Son Service Adventure in Tanzania

This time in Tanzania will very much be a ‘Rites of Passage’ experience. Fathers and sons will bond through the adventures as well as deep, vulnerable, and meaningful campfire conversations, as everyone there — young and old — approaches key transitions in life in the months and years ahead.

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