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

If this conversation resonated with you, please like, share it with a friend, and leave a review.

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 from Jamaica, perfectly embodies our season's mandate: exploring how Caribbean women can maximise their contribution to regional economic development while protecting their well-being. A former corporate professional and consultant, Karin’s wellness-driven decision to spend less time “hunched over a laptop” set the stage for a massive career pivot over 15 years ago. She became a Yoga/Pilates Teacher and later a Certified Wellness Coach.

In this must-watch episode, we unpack Karin’s journey from the high-pressure corporate and consulting environment to creating a path for a successful Online Wellness Empire.

We discuss:

• An Unexpected Opportunity to Scale: How the COVID-19 pandemic catalysed Karin’s business from local to global.

• The Intentional Living Mandate: The personal challenges that jump-started her new career in wellness.

• The Core Questions: The non-negotiable advice she gives to every Caribbean woman entrepreneur: You must first answer, "What life do you want?" and “What’s your risk tolerance?”

If you are a Caribbean woman founder scaling a business, or simply striving for intentional living, this episode with Karin Wilson Edmonds is for you.

🔗 Connect with Karin Wilson Edmonds

web🌐karinyogalife.com

Instagram, Facebook & YouTube: @KarinYogaLife