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 Every leader’s story has chapters of courage and quiet. Mine began on a tiny tropical island, among women who harnessed their power to build from nothing. Every decision since has been about turning lessons into leadership. 

About Shirley



Join me in The House of Power

From the Halls of Parliament to Your Leadership Table:

I help women architect a new kind of power.





I am an architect of a new leadership era.


My strategy is forged at the intersection of Global South resilience and Western institutional analysis. Educated in the Caribbean, the UK, Europe, and the USA, I have spent my career "decoding the empire" from within its own classrooms to build the blueprints for a more equitable global village.


I don’t just advocate for women; I consider women the “Global South” of the patriarchal system that runs our lives everywhere on the earth, for very much the same reasons we coined the term “Global South” in the first place.


I mobilize them to take Outcome Ownership. 


As the founder of The Power Table, I am building an institution designed to dismantle the Broligarchy - the systemic nexus of patriarchy, neocolonialism, and tech-hegemony. 

My approach is unapologetically multifaceted:


· Intellectual and Colloquial: I translate complex geopolitical theory into grassroots action.

· Militant and Stylish: I believe visual presence is a form of boardroom protest.

· Disciplined and Fearless: My work is fuelled by the same endurance I bring to my life as an athlete.



Whether you are a radical woman ready to reclaim your power or a global stakeholder looking for the next evolution of leadership, the work begins here.


Welcome to the Table. Let’s build.

My Journey...

Early Signs

It all worked out

Being a girl

  In my very early teens, a great-uncle of mine nicknamed me "Gypsy",  because of my penchant for, among other things, hoop earrings, little imagining, I am sure, that most of my life would indeed be spent traveling the world.

I do that for work, wisdom-gathering 

and pleasure.


  Shipping was our family business. 

I had wanted to go to sea and be 

a ship’s captain. I could swim before I could walk.


My mother said a hard, "No." 

Being a girl

It all worked out

Being a girl

My father was a politician. I thought I would join him on campaign platforms and podiums various. "I'll be good," I  said. I was an excellent speaker even when I was very young. "You would, actually, and you are," my father agreed, 

but he still said, "No."


I asked to go to university in the Caribbean, our home region. 


Both of my parents said, 

"No. Off to England you go." 


Turns out parents do often know best.

It all worked out

It all worked out

It all worked out

Over the course of my journey, a veritable  odyssey at times, I've endured some very hard lessons and losses, laughed at myself  and with others – a lot! – and cried for myself and others at least as much. 


I came through intact. 

Mostly!


I've met some wonderful teachers and enjoyed some great  successes.


I am proud of my accomplishments and I love the work that, "No!" 

has made me do.

In the process, I...

  • learnt some very cool languages; 
  • got fired from the Montserrat civil service for objecting to bad government policy; 
  • proudly graduated MBA from Simmons College (now University) Boston, Mass; 
  • fought for at-risk girls and women survivors in Phoenix, AZ;
  • trained as a life coach at S.W.I.H.A. in Tempe, Arizona;
  • taught leadership, agency and autonomy to college women in China; 
  • served as Speaker of the Montserrat Legislative Assembly;
  • founded and hosted BrainPower on radio and D...come Donna! on television;
  • was Regional Representative of the Commonwealth Women Parliamentarians, for the Caribbean, Americas and the Atlantic Region

Along the way...

I have written books, papers and news articles, spoken in schools, parliaments, conference rooms and coffee shops,  explored history - and fashion and food! - and trained women in places as different as Italy, Zambia, Venezuela, Guyana, Nigeria, China, Bangladesh, the United States, Jordan, Trinidad and Tobago, and Montserrat, among many others. 


In 2015, the members of the CPA, the UK-based 100+ year old Commonwealth Parliamentary Association, elected me Vice-chairperson, to help lead their work among the 180 parliaments across the 53 countries which comprise the membership, and the almost 3 000 000 000 (three billion) people they serve.


Through it all, I have been a relentless advocate for women's sovereignty, security, leadership and power.

Now...

My work is expressed through thought leadership and advocating for women in life, leadership and politics.


I teach women how to find the path that leads to their highest, deepest, most powerful self.


My work, therefore, includes being Founder of the House of Power, Host of The Power Table podcast, convener of The Sovereignty Circle, co-chair of the Montserrat Conference, and editor of Wisdom, Folly and Fabulous Shoes.  


I am also a sailor, dancer, hiker, fashion enthusiast and shoe devotee who fully  utilises every aspect of my life and experiences in the work that I do.


I know that when women lead, societies flourish.

I know that power can feel like Peace.

 I’ve spent my life building spaces where women step fully into power — in politics, business, and community. I’ve led from the front lines and the quiet rooms, and what I know for sure is this: when women lead, everyone rises.

My I AM Poem

A critical step in uncovering our power is exploring who we are at our core. Writing an I AM poem is one of the foundational, exploratory exercises that everyone does at the Power House. I'd like to share this earlier version of my I AM Poem with you and look forward to sharing your excitement of writing yours soon. Shirley.

But like most other women I, too, am not quite there yet.

Not fully accepted. Not really considered equal.

But, I have learnt the rules of the game and I know the lay of the land, so to speak. 

I have stories to tell and strategies to share. 


I know how to navigate the forks, traps and potholes, and I help women journey to leadership success with confidence, style, and not one word of apology. 


I can’t wait to share all this with you and have the honour of seeing you rise, confidently,

 into your full leadership capacity, 

to live your purpose, fulfill your dreams and potential,

 and transform our world.

Join the house of power
Start here: Your leadership pathway

"It is possible to do great things from a small space."


Tunde Onakoya - Nigerian Chess Champion

Some of my work over the years

Explore the essays, speeches, books, and interviews shaping the global conversation on women’s power. Every piece is a page from the larger story — how we build a world that works for everyone. See my photographs of women doing the work.

A Visual Journey

    The Results of Sovereign leadership

    • Moving from 'managing' to 'commanding' in high-stakes environments.
    • Building a leadership presence that doesn't require self-sacrifice. 
    • proudly ............ 

    Some of my work over the years

    “Women’s leadership is not optional. It is essential for building the world we all deserve.”


    — Shirley Osborne

    Download sample keynote catalogues, speaker sheet and bio.

    Shirley Osborne speaker sheet 2 (pdf)

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    Shirley’s Short Bio for events with a political focus (pdf)

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    Shirley Osborne short bio #1 (pdf)

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    Speaker Portfolio #1 (pdf)

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    Speaker Portfolio #2 (pdf)

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    S O Bio 8 2025 (pdf)

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    Another world is not only possible, she is on her way. On a quiet day, I can hear her breathing.


    Arundhati Roy - War Talk

    SHIRLEY'S OTHER BOOKS:

    Tolerance Is No Virtue

    Tolerance Is No Virtue

    Tolerance Is No Virtue

    Browse and Buy

    When Women Lead

    Tolerance Is No Virtue

    Tolerance Is No Virtue

    Browse and Buy

    Lead Good

    Tolerance Is No Virtue

    Leading Women

    Browse and Buy

    Leading Women

    Leading Women

    Leading Women

    Browse and Buy

    Goliath

    Leading Women

    Goliath

    Browse and Buy

    Copyright © 2026 Shirley Osborne - All Rights Reserved.

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