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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.

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.

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.

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.

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​.

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.

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


They demand focus. They inspire clarity.


They create the perfect conditions for leadership transformation.

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.

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.

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

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

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.

Other lunches and dinners are informal.

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. 

Where the setting is iconic.


The experience is unforgettable.


And the transformation is undeniable.

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?

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