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ABOUT
OUR RETREATS

For Progressive Leaders, our two annual retreats aren’t just events - they're the beating heart of your membership.

What To Expect

Take part in two exclusive, members-only retreats each year at top-tier venues. You’ll be supported and challenged by your peers as you work on personal and business goals, while engaging in hands-on experiences that strengthen your leadership and teamwork skills.

The Retreats

Where Growth Gets Real

For Progressive Leaders, our two annual retreats aren’t just dates in the diary - they are the most valuable part of your membership.

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Held in high-calibre, carefully curated locations, each 3-day retreat is a powerful opportunity to step away from the day-to-day and dive deep into what really matters: your goals, your leadership, and your impact.

 

Accelerate leadership growth, forge powerful connections, and tackle strategic challenges in a truly extraordinary setting.

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It’s a precision-designed leadership experience, hosted in venues that reflect the calibre of the people attending - leaders like you.

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Day One:

Depth, Challenge, and Purpose

Before each retreat, you’ll craft and refine your personal and professional goals - not just ambitions, but real outcomes for yourself, your business, and your legacy.

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Once onsite, expect to be interrogated, stretched, and supported by fellow high-level peers. This is a space of deep trust - where surface-level answers don’t survive, and where clarity is demanded.

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Yes, it’s uncomfortable. That’s the point.


Yes, it works. That’s the result.​

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Elite Venues

Unforgettable Experiences

We believe environment shapes outcomes. That’s why we choose venues that inspire​.

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Each retreat is held in an iconic, high-profile location known for its prestige, excellence, and impact. Among them: the legendary Royal Military Academy Sandhurst - a site that has shaped some of the world’s most respected leaders.

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These environments aren’t just beautiful. They’re symbolic.


They demand focus. They inspire clarity.


They create the perfect conditions for leadership transformation.

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Whether we’re in the historic halls of Sandhurst or sailing on the water at Southampton, the setting is carefully chosen to push you beyond the ordinary - and place you firmly in a space where your leadership is redefined.

Day Two:

The Leadership Challenge

On the second day, members are split into teams and presented with a high-pressure, facilitator-led task designed to test your leadership, planning, and problem-solving in real time.

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It’s high-stakes and high-reward. And it's not just theory - it reveals who you are under pressure and how you show up as a leader.

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The retreat agenda is immersive and intense - in the best possible way.

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Engage in elite-level team challenges, run by elite-level organisers, designed to stretch your communication, leadership under pressure, and collaboration skills.

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This is where you work on your leadership, not just in your business.

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RETREAT DINNER

Dinners

Connection with Purpose

Each retreat includes a formal evening dinner - a time to connect, reflect, and deepen the relationships that fuel progress.

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Other lunches and dinners are informal.

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At the final dinner, you’ll present your refined goals - publicly and with purpose - setting the stage for accountability and momentum long after the retreat ends.

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The Core of Your Membership

These retreats are where the most important breakthroughs happen. â€‹

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Where the setting is iconic.


The experience is unforgettable.


And the transformation is undeniable.

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Your leadership deserves this.

“The trust and interrogation in that room forced me to clarify things I’d been avoiding for years.

I left with a plan, and a fire.”

  - Jed Hassid. Member since 2015

Progressive Leaders

Elite environments. Radical honesty. Real progress.

Want to Learn More?

👉 Learn About Membership

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👉 Apply to Join

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