Strive, Be Visible, Protect Your Peace: Jackie Chambers de Freitas, Salesforce VP AI, Transformation  episode artwork

EPISODE · May 31, 2026 · 34 MIN

Strive, Be Visible, Protect Your Peace: Jackie Chambers de Freitas, Salesforce VP AI, Transformation

from Island Woman Podcast · host Dianne N Squires

Caribbean women pursuing their professional goals on the global stage carry both the distinction and the burden of representation, coming from cultures where excellence is the standard.  While striving to be exceptional is vital, protecting your peace and mental health is paramount for sustainable success. Jackie Chambers de Freitas, a 20-year tech executive and current Salesforce VP of AI Delivery and Transformation, breaks down the cost and benefit of corporate leadership with Dianne Squires, founder of Dianne N Squires Consulting (DNSC), on this episode of the Island Woman podcast.---------------------Jackie Chambers de Freitas is deliberate about using her voice and visibility as a tech leader to encourage other women to aspire to higher levels of achievement in the space. And she does so while acknowledging that the cost of leadership can be high and attention to mental health must be intentional. I soaked up her wisdom and straightforward approach in our conversation on this week’s episode. She was transparent about being mindful of her own mental health, having seen it affect members of her family. We also explored how she's applied her agile methodology philosophy to her personal life and how women over 45 can embrace inevitable shifts in their careers and the power of AI. Timestamps00:00 - Shaping corporate identity: Your internal Compass over External Expectations00:08 - Introducing Jackie Chambers de Freitas 00:52 - Island Woman Podcast Intro 02:08 - 3 Survival Tips for Women Navigating the Global Corporate C-Suite 03:16 - Caribbean Heritage: Jackie’s Roots 04:54 - The Importance of Visibility as a “Unicorn” leader 07:59 - Prioritising Mental Health for Caribbean Women Striving for Excellence 08:49 - Setting Boundaries, Protecting Your Peace: Balancing the Importance and the Cost of Visibility 10:23 - Agile Philosophy and AI Transformation: Iterative Change at Speed 14:22 - Applying Agile Philosophy to Personal Life Goals 17:03 - Experiencing Joy as a Woman in STEM  (Science, Technology, Engineering and Maths) 20:08 - The “Boon and Burden” of being a Unicorn 22:19 - The Strength of a Caribbean Value System for Playing Big as a Unicorn24:20 - Jackie rates herself on the Ambition/Wellbeing Scale 28:58 - Navigating Inevitable Career Shifts in the World of AI: Leaning into Personal Brand Development for Women Over 45 31:27 - Embracing AI Skills, Broadening Career Horizons for Women Over 45 Get In Touch Follow our curated WhatsApp channel.📲 https://whatsapp.com/channel/0029Vb7lcdnEFeXrxlKuY31L---------------Connect with DianneLinkedIn: @Dianne N Squires linkedin.com/in/dianne-n-squires-a2389132Email: [email protected] with Jackie Chambers de FreitasLinkedIn: @Jackie Chambers de Freitashttps://www.linkedin.com/in/jackie-defreitas/----------------------Dianne N. Squires is a Strategic Communications leader, Founder of Dianne N Squires Consulting (DNSC), and host of the Island Woman Podcast. Through DNSC, her work centres on elevating voice, visibility and impact for Caribbean changemakers.

Caribbean women pursuing their professional goals on the global stage carry both the distinction and the burden of representation, coming from cultures where excellence is the standard.  While striving to be exceptional is vital, protecting your peace and mental health is paramount for sustainable success. Jackie Chambers de Freitas, a 20-year tech executive and current Salesforce VP of AI Delivery and Transformation, breaks down the cost and benefit of corporate leadership with Dianne Squires, founder of Dianne N Squires Consulting (DNSC), on this episode of the Island Woman podcast.---------------------Jackie Chambers de Freitas is deliberate about using her voice and visibility as a tech leader to encourage other women to aspire to higher levels of achievement in the space. And she does so while acknowledging that the cost of leadership can be high and attention to mental health must be intentional. I soaked up her wisdom and straightforward approach in our conversation on this week’s episode. She was transparent about being mindful of her own mental health, having seen it affect members of her family. We also explored how she's applied her agile methodology philosophy to her personal life and how women over 45 can embrace inevitable shifts in their careers and the power of AI. Timestamps00:00 - Shaping corporate identity: Your internal Compass over External Expectations00:08 - Introducing Jackie Chambers de Freitas 00:52 - Island Woman Podcast Intro 02:08 - 3 Survival Tips for Women Navigating the Global Corporate C-Suite 03:16 - Caribbean Heritage: Jackie’s Roots 04:54 - The Importance of Visibility as a “Unicorn” leader 07:59 - Prioritising Mental Health for Caribbean Women Striving for Excellence 08:49 - Setting Boundaries, Protecting Your Peace: Balancing the Importance and the Cost of Visibility 10:23 - Agile Philosophy and AI Transformation: Iterative Change at Speed 14:22 - Applying Agile Philosophy to Personal Life Goals 17:03 - Experiencing Joy as a Woman in STEM  (Science, Technology, Engineering and Maths) 20:08 - The “Boon and Burden” of being a Unicorn 22:19 - The Strength of a Caribbean Value System for Playing Big as a Unicorn24:20 - Jackie rates herself on the Ambition/Wellbeing Scale 28:58 - Navigating Inevitable Career Shifts in the World of AI: Leaning into Personal Brand Development for Women Over 45 31:27 - Embracing AI Skills, Broadening Career Horizons for Women Over 45 Get In Touch Follow our curated WhatsApp channel.📲 https://whatsapp.com/channel/0029Vb7lcdnEFeXrxlKuY31L---------------Connect with DianneLinkedIn: @Dianne N Squires linkedin.com/in/dianne-n-squires-a2389132Email: [email protected] with Jackie Chambers de FreitasLinkedIn: @Jackie Chambers de Freitashttps://www.linkedin.com/in/jackie-defreitas/----------------------Dianne N. Squires is a Strategic Communications leader, Founder of Dianne N Squires Consulting (DNSC), and host of the Island Woman Podcast. Through DNSC, her work centres on elevating voice, visibility and impact for Caribbean changemakers.

NOW PLAYING

Strive, Be Visible, Protect Your Peace: Jackie Chambers de Freitas, Salesforce VP AI, Transformation

0:00 34:50

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

That Hoarder: Overcome Compulsive Hoarding That Hoarder Hoarding disorder is stigmatised and people who hoard feel vast amounts of shame. This podcast began life as an audio diary, an anonymous outlet for somebody with this weird condition. That Hoarder speaks about her experiences living with compulsive hoarding, she interviews therapists, academics, researchers, children of hoarders, professional organisers and influencers, and she shares insight and tips for others with the problem. Listened to by people who hoard as well as those who love them and those who work with them, Overcome Compulsive Hoarding with That Hoarder aims to shatter the stigma, share the truth and speak openly and honestly to improve lives. The Small Business Startup School – Business Notes | Financial Literacy | Retail Psychology – For Professionals & Entrepreneurs The Small Business Startup School Inc. Starting or buying a small business? While personal circumstances may vary, business patterns remain timeless. On The Small Business Startup School, we explore strategies, insights, and practical solutions to help entrepreneurs confidently navigate their journey.Hosted by Ola Williams—a retail entrepreneur, fintech founder, and financial coach with over two decades of experience—this podcast marries financial awareness and retail psychology with optimism to deliver actionable takeaways.Join us to learn, grow, and connect as we uncover the keys to business success.Let’s continue to learn together and be encouraged to keep on connecting! DIOSA. Carolina Sanper This podcast is a sacred space created by Carolina Sanper where you connect with your inner wisdom and embody your magnetic feminine power.It is the realization that the mystical realm is where you plant the seeds of your desired reality.It is a portal to your true essence: awareness, presence, and receiving with ease. Welcome home, DIOSA. 🖤 XXX Tech by SOVRYN Dr. Brian Sovryn The crossroads between technology, sensuality, and metaphysics - and the longest running anarchist podcast in the world! Brought to you by Dr. Brian Sovryn.

Frequently Asked Questions

How long is this episode of Island Woman Podcast?

This episode is 34 minutes long.

When was this Island Woman Podcast episode published?

This episode was published on May 31, 2026.

What is this episode about?

Caribbean women pursuing their professional goals on the global stage carry both the distinction and the burden of representation, coming from cultures where excellence is the standard.  While striving to be exceptional is vital, protecting your...

Can I download this Island Woman Podcast episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!