Island Woman Podcast

Can you build a high-impact business without sacrificing your well-being? The Island Woman Podcast is the companion for Caribbean founders and leaders who reject hustle and are ready for authority. I’m Dianne Squires, aka D-Anne, an island woman and founder of Dianne N Squires Consulting. Join me as we explore how to sharpen your voice, target your visibility, and maximise your economic Impact through the lens of a BIG and simple life™.

Hosted ByDianne N Squires

All Episodes

Nothing Working in Business? Stop, Recalibrate, Build a New Chapter (I Learned This!)

True authority means knowing when to stop doing the work long enough to fix the leadership infrastructure behind it. Island Woman and Founder of Dianne N Squires Consulting, Dianne Squires shares a transparent look behind her recent “fallow season”—a...

Island Woman Podcast
Island Woman Podcast
Nothing Working in Business? Stop, Recalibrate, Build a New Chapter (I Learned This!)
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Caribbean Women Find Your Voice II: No More Podcast Burnout

Podcasting is an excellent way for Caribbean women to find, shape, and use their voices on the global stage. But podcast burnout can come quickly without planning for expected or unexpected realities. Dianne Squires of the Island Woman Podcast...

Island Woman Podcast
Island Woman Podcast
Caribbean Women Find Your Voice II: No More Podcast Burnout
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The Truth About Work & Ageing for Caribbean Women

As many Caribbean women cross milestones of 35, 40, and 50, we start to wonder if we’ve outgrown the career roles we once worked hard to attain. We assess how we can continue to maximise our economic impact while...

Island Woman Podcast
Island Woman Podcast
The Truth About Work & Ageing for Caribbean Women
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Big Ambition, Less Chaos: The Efficiency of Discomfort

Learn why intentional growth doesn’t have to be chaotic as I share lessons for Caribbean entrepreneurs on building business efficiency through the power of discomfort. In this unscripted episode of the Island Woman Podcast, I’m looking back at 2025...

Island Woman Podcast
Island Woman Podcast
Big Ambition, Less Chaos: The Efficiency of Discomfort
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How I Stop Self-Doubt and Keep Going: 5 Founder Truths

From my late Father’s timeless advice on stopping self-doubt to the vulnerability of asking for help, I share how I’m building my ‘keep going’ muscle. Whether you call it perseverance, consistency, or ‘stick-to-it-ive-ness,’ it is a must-have for Caribbean...

Island Woman Podcast
Island Woman Podcast
How I Stop Self-Doubt and Keep Going: 5 Founder Truths
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4 Caribbean Women on Leadership, Pay Equity, and Economic Power

My conversations with Caribbean women founders leaders and experts have been fuel for my BIG and simple life, where big ambition and wellness converge. In this episode, I recap some of those conversations that relate to leadership, pay equity...

Island Woman Podcast
Island Woman Podcast
4 Caribbean Women on Leadership, Pay Equity, and Economic Power
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Why Not You? Racquel Moses on Getting off the Sticky Floor in Leadership | Island Woman Podcast

As women, we hear a lot about “breaking the glass ceiling” – that constant pushing up against external boundaries to leadership. But what about when we, for whatever reasons, refuse to explore the edge of those boundaries? How do...

Island Woman Podcast
Island Woman Podcast
Why Not You? Racquel Moses on Getting off the Sticky Floor in Leadership | Island Woman Podcast
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Kimalene Regis: Be Unapologetic About Wanting More In Business

Is it possible to be fiercely ambitious without sacrificing your soul? In this episode, I sit down with Kimalene Regis, founder of Kimalene Regis & Co (KRC), a marketing and project management powerhouse based in Grenada. We explore the...

Island Woman Podcast
Island Woman Podcast
Kimalene Regis: Be Unapologetic About Wanting More In Business
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Caribbean Women Build Wealth: Financial Literacy Strategy | CPA Megan Samuel-Fields

I was honoured to spend this episode chatting with Antiguan Megan Samuel-Fields, who is a woman on a mission to improve financial wellness for Caribbean people. As a certified public accountant (CPA), Attorney-at-Law, PhD candidate, life coach and the...

Island Woman Podcast
Island Woman Podcast
Caribbean Women Build Wealth: Financial Literacy Strategy | CPA Megan Samuel-Fields
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Ex-Corporate Karin Wilson Edmonds: Building an Online Wellness Empire from Jamaica

This week on the Island Woman Podcast, I’m thrilled to bring you a powerful conversation with the wonderful Karin Wilson Edmonds, the founder of Bloom, a thriving online wellness membership specifically for women over 40. Karin, who joins us...

Island Woman Podcast
Island Woman Podcast
Ex-Corporate Karin Wilson Edmonds: Building an Online Wellness Empire from Jamaica
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