Digipreneur FM

Digipreneur FM

The Digipreneur FM Podcast provides audio masterclasses for Caribbean Entrepreneurs to help take their businesses digital. We will also be interviewing some of the top talents in the region and diaspora to get their stories of success and obtain the info needed to help our community prosper in the new Digital Age.

Episodes

January 26, 2026 58 mins
Episode Overview

2026 is emerging as a pivotal year for the Caribbean. Rising costs, foreign exchange constraints, energy price shocks, AI-driven disruption, and shifting global trade dynamics are exposing the limits of many traditional business models across the region.

For decades, the Caribbean has relied heavily on import-based businesses, franchises, tourism, and government employment to fuel economic activity. In this episode...

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Episode Overview

So much of the world has already changed — and it’s only January 23.

In this episode, I unpack how global economic, technological, and structural shifts are already reshaping the Caribbean, whether we acknowledge them or not. From rising costs and changing job markets to digital acceleration and global mobility, the pace of change is no longer gradual — it’s immediate.

This conversation was sparked while reading Th...

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Episode Overview

In this episode of Digipreneur FM, we explore how the world has quietly shifted — and why passports and visas are no longer just travel documents, but tools of access, resilience, and opportunity. As immigration rules tighten globally and access becomes more selective, relying on one passport and one economy carries growing risk, especially for people in small states like the Caribbean.

This conversation reframes m...

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The job market has changed — globally, permanently, and fast. Yet in the Caribbean, too many of us are still preparing our children (and ourselves) for a world that no longer exists. In this episode, Keron Rose breaks down the hard truths about outdated degrees, oversaturated career paths, and the urgent need to rethink how we educate and position ourselves for success in a global economy.

He shares the real-life turning point that...

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Overview:

In this deep-dive episode, we unpack one of the biggest (and least talked about) challenges businesses face today — the unsustainable cost of creating content.

As digital demands rise and platforms multiply, many companies are stuck in a broken model — paying TV-level production prices for everyday content, outsourcing without strategy, or burning out trying to “keep up.” The result?

High costs. Low impact.

But it doesn’t...

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In this episode of Digipreneur FM, we explore a hard truth: Caribbean businesses are not showing up where it matters most — in AI-powered search.

While social media grabs the spotlight, global consumers are turning to tools like ChatGPT, Gemini, and Google’s AI Overviews to research, compare, and make purchase decisions. But if your business isn’t indexed properly or creating the right kind of content, AI can’t find you — and if it...

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Episode Summary: What if the one thing holding you back in your career wasn’t your qualifications, but your smile? In this powerful and eye-opening conversation, we sit down with Dr. Shenilee Hazell — Principal Dentist and Director of Smile Inn Dental — to explore the untold connection between your oral health, confidence, and professional performance. From how poor oral hygiene silently shapes executive decisions, to the emotional...

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Episode Summary:

In this episode, we unpack one of the biggest shifts in digital marketing — the death of traditional social media as we knew it and the rise of interest media. If your Caribbean business is still chasing followers, relying on pretty posts, or running ads that don’t convert, this conversation is a wake-up call. We explore what’s changed, why the old playbook no longer works, and what you need to do to stay relevant ...

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Summary: This powerful mid-year check-in happened live on The Digital World, hosted by Keron Rose on Freedom 106.5FM. In this episode, Keron sits down with high-performance psychologist and mental fitness coach Chelsea Cree to explore why strengthening your mind is the key to unlocking stronger, more resilient business growth.

Together, they unpack how survival mode, burnout, and outdated leadership habits quietly undermine Caribbe...

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In this episode of Digipreneur FM, we break down how artificial intelligence has gone from futuristic concept to everyday companion — transforming how we live, work, and grow.

Keron shares five powerful, practical ways he’s using AI in his daily life right now, including:

✅ Personal fitness & nutrition coaching with a custom AI avatar ✅ Career coaching to navigate today’s fast-changing job landscape ✅ Accountability partners fo...

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After spending 10 years in Trinidad and Tobago searching for the “modern Caribbean” lifestyle I had always envisioned—one that combined island living with tech-driven convenience—I finally found it in the most unexpected place: Thailand.

In this episode, I take you on a deep dive into how Southern Thailand, with its breathtaking beaches, advanced digital infrastructure, and seamless logistics, delivered the lifestyle I had long bee...

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Episode Overview:

In this episode, Keron Rose finally pulls back the curtain on one of the most frequently asked questions — how much does it really cost to run a digital lifestyle business month to month? Broadcasting live from Bangkok, Thailand, Keron breaks down the exact tools he pays for to operate as a solopreneur, how much each costs, and what purpose they serve in his business. But this episode isn’t just about numbers — it...

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In today's episode of Digipreneur FM, Keron dives deep into one of the biggest shifts happening in business right now: AI has become your customer’s best salesperson — and many Caribbean businesses (and businesses globally) aren't ready for it.

Through personal stories, real-world case studies, and practical insights, Keron reveals how today's consumers are using AI tools like ChatGPT, Perplexity, and Gemini to research, compare, a...

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Episode 185: The Earthquake & The Digital Nomad — Lessons Learned

In this episode of Digipreneur FM, I share the raw and powerful story of experiencing a 7.7 magnitude earthquake in Bangkok — and how it reinforced the true meaning of freedom in a digital nomad lifestyle. This isn’t just about travel; it’s about resilience, flexibility, and crafting a life that allows you to move through the world on your terms.

From emergency p...

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From Police Officer to Teaching Abroad – Andrea Bernard’s Global Journey

In this episode of Digipreneur FM, we sit down with Andrea Bernard, the founder of Boldly Beyond Borders, to explore her inspiring journey from law enforcement in Trinidad and Tobago to becoming an international educator.

Andrea shares how she transitioned from the police service to teaching abroad, starting with a TEFL certification and eventually working in ...

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Host: Keron Rose Guest: Leslie Lee Fook, AI & Data Transformation Strategist, Co-Founder of Incus Services

Episode Summary

Artificial Intelligence is evolving at an unprecedented pace, and the Caribbean must adapt or risk being left behind. In this episode, Leslie Lee Fook, co-founder of Incus Services, joins us to break down AI’s rapid advancements, the global AI race between the U.S. and China, and what it all means for busin...

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Carnival isn’t just on the road—it’s happening online too. In this episode, we analyze the social media performance of 15 top soca artists, breaking down who is leading in engagement, audience growth, and viral impact. We’ll explore how social media drives music streams, event bookings, and brand deals, and why businesses need to track this data before investing in artist partnerships.

Artists Featured in This Episode:

Machel Monta...

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In this episode, we explore the evolving world of online marketplaces with Kadion Preston, CEO and co-founder of Caribshopper. As e-commerce continues to transform, marketplaces are becoming a critical part of modern business strategies.

Kadion shares insights on the latest trends in digital commerce, the impact of technology on e-commerce, and how businesses can use platforms like Caribshopper to expand and grow. We discuss why ma...

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Episode Overview

In the first episode of 2025, Keron kicks off the new year by addressing the imminent TikTok ban in the United States and its ripple effects across the world. He emphasizes the importance of building a resilient digital ecosystem that is not platform-dependent. With a recap of TikTok's challenges, the potential implications of the ban, and practical advice for creators and businesses, this episode delivers a wake-u...

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This episode of Digipreneur FM dives into the transformative rise of digital nomadism. As more individuals rethink their lifestyles, we explore the driving forces behind this movement and why countries are competing to attract digital nomads. The episode highlights how this lifestyle benefits both individuals seeking freedom and adventure and host countries seeking economic and cultural growth. Using Thailand as a case study, we ex...

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