Step away from the noise.
Reset your perspective.
Design your next chapter with clarity.
A five-day wilderness expedition for accomplished leaders ready to pause, reconnect with what truly matters, and craft the story of the life they want to live next. Through guided identity work, shared reflection, and the powerful simplicity of nature, you’ll walk away with renewed purpose, aligned values, and a clear narrative for the future.
What is the True Life Story Expedition?
-
A Reset for Leaders at a Crossroads
Even the most successful leaders hit a moment where momentum alone is no longer enough.
TLS offers the rare chance to stop, look honestly at your life, and recalibrate intentionally.
This is a purposeful interruption.
A guided pause.
A chance to speak your truth again.
-
Identity & Story Work That Creates Real Clarity
Through facilitated sessions rooted in leadership communication, identity frameworks, and narrative reframing, you’ll explore:
- who you’ve become
- who you want to be next
- what to carry forward
- what to release
and the story that ties it all together
This isn’t abstract insight.
You leave with a story you can live by — and act on
-
Why Wilderness?
Because nature strips away everything unnecessary.
Four days on the Sayward Forest lake chain slows your mind, quiets the noise, and brings truth to the surface.
It’s not an escape — it’s the environment required for the work.
Who is this for?
The True Life Story Expedition is designed for leaders who:
Are EO members, senior executives, or accomplished founders
Are navigating transition in career, identity, or life direction
Feel the need to recalibrate, reset, or reorient
Want clarity for their next chapter
Are ready to confront avoided truths or decisions
Value depth, honesty, and meaningful conversation
Thrive in small-group, high-trust environments
This is not a general retreat.
It’s for leaders who have already achieved — and are ready to design what comes next.
The Experience
-
Facilitated Identity & Story Sessions
Daily guided sessions led by experienced facilitators in leadership communication, narrative shaping, embodied awareness, and personal transformation. This is structured work with structure, rigor, and real outcomes.
-
Shared Wilderness Expedition
Four days canoeing through the pristine Sayward Forest lake chain.
You paddle.
You reflect.
You connect.
The physical challenge supports the internal shift.
-
12 Participants, Deep Trust
A small, intentionally selected group creates safety, depth, and honest conversation.
The group becomes part of the work — mirrors, supporters, challengers.
-
Meals, Gear & Logistics Handled
You bring your personal items and an open mind.
We handle equipment, meals, transportation, and backcountry safety.
-
Sustained Momentum
Optional quarterly follow-ups help you integrate your story and stay aligned with the commitments you made to yourself.
Meet your Guides
-
Nick Kindler
Leadership Communication & Narrative Design
CEO of Kindler & Company and expert in leadership storytelling. Nick helps leaders articulate who they are, what they stand for, and where they’re going next — using story as a tool for clarity, confidence, and purpose
-
Tom Benson
Wilderness Guide & Transformation Facilitator
A seasoned mountain and expedition guide with decades of adventure-based learning experience. Tom blends challenge, presence, and playful discomfort to expand personal potential and reconnect leaders to what matters.
-
Cameron MacDougall
Embodied Leadership & Identity Integration
Founder of Embodied, specialising in nervous system regulation, somatic awareness, identity integration, and human performance. Cameron helps leaders access deeper clarity by reconnecting the mind and body as a single, honest source of truth.
Outcomes (The Real Takeaways)
This isn’t a leadership retreat —
it’s a life recalibration.
Participant Quotes
It brought me back to my rocks — the things that really matter that I don’t think about every day.”
“It was a reset. A chance to decide what parts of me I want to carry forward and what I need to leave behind.”
“Being in the wilderness made everything clear. The things I was stressing about just… weren’t that important.”
“The story work helped me see the deeper parts of my life I want to prioritise.”
“Hearing other people’s stories triggered something in me. It helped me see my own truth.”
“It’s a profound investment of four days.”
