Why Caribbean Women Founders & Leaders Don’t Speak Up And How to Change it | Dianne N Squires, DNSC
In this episode, Dianne Squires addresses the challenges faced by Caribbean women leaders in speaking up for themselves and their businesses. She shares five key reasons why many women hesitate to voice their opinions and expertise and offers practical advice on overcoming these barriers. The conversation emphasises the importance of self-leadership, practice, and navigating professional ethics while maintaining visibility and authority in the workplace.
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In last week’s episode, I asked the question to Caribbean Women founders and leaders, “Why don’t we speak up for ourselves, our businesses and the impact we want to see?”
This week, I’m offering 5 answers to that question based on my personal experience as a Caribbean Founder and my interaction and work with other Caribbean women founders and leaders in business.
Timestamps:
00:00 Intro: A message to Caribbean women founders and leaders
00:34 Share Your Perspectives on Workplace Visibility and Voice
01:44 Don’t wait for permission to speak
03:43 Acknowledge that you’re ready and your insights count
05:09 Overcoming the fear of being wrong
07:07 Practice speaking up to yourself
09:45 Honouring confidentiality while sharing lessons
12:28 Outro
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🟥Share your real-life experiences of workplace visibility and voice. How has speaking up shaped your career?
👉🏾 Take the Workplace Visibility and Voice Survey: https://forms.gle/tPZGjNniFxnGWMET9
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🟥Get 30 days of guided practice to help you sharpen your voice with your most critical audience – yourself. Join the waitlist for Executive Voice Lab™ – new cohort starting in September 2026. Once you register, we’ll email you programme details and next steps.
👉🏾Sign up for the Executive Voice Lab™ Waitlist Signup – https://forms.gle/RgeHfxzvSpdpvgpW8
*Please note: Being on the waitlist does not guarantee a spot and no payments are required until your place is confirmed.
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Connect with Island Woman
Follow the podcast, get direct access to upcoming masterclass updates, and secure private invitations for the Rooted and Ready 90-day program or the Island Woman Authority Suite by following our WhatsApp channel.
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or email: diannensquires@diannensquires.com
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Connect with Dianne N Squires
LinkedIn: @Dianne N Squires
linkedin.com/in/dianne-n-squires-a2389132
Email: diannensquires@diannensquires.com
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Dianne N. Squires is a Strategic Communications leader, Founder of Dianne N Squires Consulting (DNSC), and host of the Island Woman Podcast. Her work centres on elevating voice, visibility and impact for Caribbean changemakers.