
We're entering a new era of intelligence. And the truth is, we don't know the territory.
None of us do.
But some of us want to make sure it is filled with soul. We want to navigate the crossing before the territory is defined for us.
This is The Crossing.
A 3-month experimental Generative AI Strategy Sprint Lab, for soulful human strategists who are ready to lead with depth, discernment, and clarity.
We’re not trying to replicate what already exists. We’re building something that doesn’t. A true expedition with purpose.


The Crossing is for discerning leaders and thinkers who can feel the future humming at their heels and want to respond with integrity, creativity and soul.
Some of your richest discoveries won’t happen in front of the machine, they’ll happen while walking, journaling, pausing, processing, wrestling with something in silence and then returning with gold.
We’ll be training in soulful strategy — asking better questions, staying in the heat of the unknown longer, using AI to provoke, stretch, and sometimes agitate us into the next iteration of our gifts.
You’ll learn how to optimise GPTs pattern matching in ways that offer you fresh insights and expanded thinking - as an individual and a strategic thinker.
We'll never rely on machine intelligence alone but we will use it to bring your thinking to life.


There are already plenty of people rushing to use it - to write more quickly, sell more slickly, generate more noise. This is something else. Less about shortcuts, more about mastering a tool that has real potential.
This is where we train for the new world.
Where we practice being both ancient and future-facing at once.
Where we build what's truly ours to carry forward.
You’re not here to replicate.
You’re here to create something only you can.
That’s the work of The Crossing. We'll navigate the path together.

Strategy alone won’t change the game.
At least not the way you and I want it to.
Good strategy gets results, but it keeps us inside the same lines.
We can do better than that.
I’ve spent my career at the intersection of soul and strategy, commerciality and humanity. I know how to get results. And I know how meaningless results can feel when they’re devoid of soul. The best results change us in the process.
Wise Rebels take what’s emerging - like AI - and work with it in ways that are practical, discerning and deeply human.
The Crossing is my commercial sweet spot - credible enough to trust, rebellious enough to spark new ways that matter.
If you’re here to change things on the inside, I made this for you.
Third cohort begins early 2026
(Corporate coaching groups available on enquiry)
Want to talk first? Let’s do it. No pressure, no spin.
You’ll know if it’s for you.
Click below to connect