Island Woman Podcast

Hosted ByDianne N Squires

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™.

Why Caribbean Women Founders & Leaders Don’t Speak Up And How to Change it | Dianne N Squires, DNSC

Island Woman Podcast
Island Woman Podcast
Why Caribbean Women Founders & Leaders Don’t Speak Up And How to Change it | Dianne N Squires, DNSC
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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.

📲 https://whatsapp.com/channel/0029Vb7lcdnEFeXrxlKuY31L 

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.

About the Author
Creative Director and Founder of Indie Creative Network. Tech guy... Podcast Guy... Dad.