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