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 we elevate ourselves to top leadership and finally move beyond the "sticky floor" of junior and middle management?

In this episode, I chat with the powerhouse that is Racquel Moses. As a global ambassador for the UN-backed Race to Zero and Race to Resilience campaigns and CEO of the Caribbean Climate Smart Accelerator, Racquel is a visionary redefining economic empowerment in the Caribbean. But beyond the global accolades, we talk about the grit, heart and desire it takes to lead. From the "survival kit" woman CEOs needs to the tough but necessary decisions that prioritise family over a paycheck, this conversation is a masterclass in Caribbean women and leadership.

We explore how to grow your ambition, build a village that sustains you, and why "ridiculous" ideas are often the ones most worth pursuing. If you are ready to stop shrinking and start scaling, this episode is your invitation to grow bigger.

In this episode, we explore:

• The CEO Survival Kit: Why practical habits and hydration are the foundations of Caribbean resilience and lifestyle.

• Breaking the "Sticky Floor": Moving beyond the glass ceiling to address the internal and systemic traps that hold women back.

• Leading for the Future: How sustainable living in the Caribbean isn't just an ideal—it’s a multi-billion dollar investment opportunity.

• The Power of the Village: Navigating the intersection of high-level career demands and the deep roots of Caribbean culture and community.

Episode Timestamps

• 00:00 – Meet Racquel Moses: Global Ambassador and Climate Catalyst.

• 02:11 – The CEO Survival Kit: 3 essentials for the Caribbean woman leader.

• 05:30 – Getting to the Top: Why gender equity makes business sense

• 08:32 – The Sticky Floor vs. The Glass Ceiling: How to reclaim your ambition.

• 12:15 – Hard Decisions: Prioritising family, education, and the "village."

• 18:53 – Funding the Future: Connecting philanthropy to Caribbean innovation for climate adaptation.

• 24:09 – The Scale of Wellbeing: Rhythms, sleep hygiene, and the 12/10 ambition.

  29:31 – "Why Not You?" – Final advice for the aspiring Caribbean leader.

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 reality of Caribbean women and leadership, moving beyond the highlight reels to discuss the "heavy" seasons of entrepreneurship and why "wanting more" is actually a radical act of self-care.

Kimalene shares her journey from a high-impact corporate role to building a remote-first agency that serves the regional financial sector - all while navigating the complexities of motherhood and personal fulfilment. From her "Rose-Colored Glasses" planner to her survival kit for the Caribbean entrepreneur, this conversation is a masterclass in Caribbean resilience and lifestyle.

Join us as we discuss how to build a business that honours your well-being, the power of economic empowerment in the Caribbean, and why you should never shrink to make others comfortable.

Timestamps

00:00 Introduction to Kimalene Regis and Her Journey

06:35 Creating a Survival Kit for Caribbean Women Entrepreneurs

12:20 Catalyst for Entrepreneurship: Kimalene’s Journey

17:44 The Importance of In-Person Events for Women

23:22 Balancing Ambition and Well-Being

29:04 Final Advice for Women Entrepreneurs

33:31 Podcast outro.mp4

Connect with Kimalene:

Website: kimaleneregisconsulting.com

LinkedIn: Kimalene Regis

Connect with Dianne:

Website: diannensquires.com

LinkedIn: Dianne Squires N Squires

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 CEO of Samuel-Fields Consulting, her plate is full, and her passion for making every second and every cent count is unmistakable.

This episode continues exploring the essential question: how do we, as Caribbean women, maximise our contribution to regional economic development while protecting our wellbeing? We discuss the real barriers - the knowledge gaps, the tendency to follow only what our parents practised - and the specialised strategy required to move beyond them.

In this conversation, Megan shares her insights on:

• The Power of Layering: How combining disciplines (like accounting, law, and finance) has created a powerful, integrated advantage for her as a Caribbean business leader navigating regional and global markets.

• Her scores on the Island Woman Ambition/Wellbeing Equation™: A candid discussion on balancing a 9/10 ambition with a sustainable 8/10 wellbeing, and the discipline required to maintain that equilibrium.

• The Founder's Foundation: Practical steps and a "survival kit" for Caribbean entrepreneurs seeking growth and resilience in their ventures.

• Redefining Financial Health: Moving past traditional definitions to understand financial wellness as a holistic life practice tied to intentional living, not just the balance in your bank account.

Chapters

00:00 Introduction to Megan Samuel-Fields

01:51 Survival Kit for Caribbean Women Entrepreneurs

06:01 The Role of Samuel Fields Consulting Group

11:55 Passion for Learning and Financial Literacy

17:51 Likkle Byte Ideas: A Family Collaboration

23:49 The Importance of Financial Wellness

29:55 Advice for Aspiring Women Entrepreneurs

If you are a Caribbean woman who is building something - whether it’s a business, a career, or a legacy, this is a conversation that will empower your next move.

CONNECT & SUPPORT:

Find Megan at:

🌐 www.SamuelFieldsConsulting.com

Facebook: SamuelFields Consulting Group

LinkedIn: Megan Samuel-Fields

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