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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

4 days ago
4 days ago
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, we break down why those models are becoming increasingly fragile — and why service-based, globally oriented businesses offer a more resilient path forward.
This episode is about recognizing the reality of the moment and rethinking how we build businesses in a changing world.
3 Key Takeaways from This Episode
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Many businesses in the Caribbean only worked because conditions were artificially favorable — rising costs are now forcing a reckoning.
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Earning globally while operating locally is becoming essential as foreign exchange constraints tighten across the region.
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Service-based businesses offer flexibility, scalability, and resilience that import-heavy models struggle to achieve in 2026 and beyond.
People can visit KeronRose.com to learn more about building their digital presence and monetizing their platforms.
Stay up to date with all things related to the podcast at Digipreneur.FM.

7 days ago
7 days ago
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 The Lifestyle Business Playbook by Daniel Priestley, particularly the chapter on the transition from the industrial age to the digital age. That shift mirrors what many Caribbean societies are now facing: outdated systems colliding with a fast-moving, digital-first global economy.
In a world that’s becoming more fluid, unpredictable, and interconnected, standing still is no longer a neutral position. This episode is about understanding what’s changing — and why adjusting now matters.
In This Episode, We Cover:
1. Why global change doesn’t wait for the Caribbean
Major shifts in technology, economics, and geopolitics don’t pause at our borders. Small countries feel these changes first and most intensely — making early adaptation essential.
2. What the move from the industrial age to the digital age really means
We explore how work, income, and opportunity are being redefined — away from job dependency and toward skills, platforms, and global participation.
3. The mindset shifts required to navigate what’s coming next
From how we think about risk and mobility to how we create value and earn income, this episode breaks down the mental and strategic adjustments needed to stay relevant in a changing world.
To learn more about building your digital presence and monetizing your platforms, visit KeronRose.com.
This episode is about building awareness, alignment, and preparing you for navigating 2026.

Saturday Jan 17, 2026
Access Is the New Power: Rethinking Passports, Visas, and Opportunity
Saturday Jan 17, 2026
Saturday Jan 17, 2026
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 mobility as strategy, not escape. We unpack why countries are redesigning immigration systems, how visas now unlock banking, work, and markets, and why second passports and long-term visas are increasingly being viewed as insurance in an uncertain world. Whether you plan to migrate or not, understanding access is now essential to navigating 2026 and beyond.
Key Takeaways
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Mobility Is Strategy, Not Escape
Passports and visas now determine access to systems, markets, and opportunity — even if you never leave home. -
Access Is Becoming Selective
Immigration policies worldwide are tightening as countries optimise for skills, capital, and economic value. -
Preparation Beats Reaction
Building mobility options early reduces risk, preserves choice, and creates resilience in a volatile global environment.
Vist Keronrose.com or Digipreneur.FM

Wednesday Aug 06, 2025
Is Your Degree Preparing You for the Future — or the Past?
Wednesday Aug 06, 2025
Wednesday Aug 06, 2025
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 started with a 60-second video — and led to brand deals, digital income, and international opportunities. From someone who built a thriving business without a degree, this is the uncensored deep dive beyond the newspaper article that sparked regional conversation.
Whether you’re a parent, a recent graduate, or someone considering a pivot — this episode is your roadmap.
Key Takeaways:
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Not all degrees hold value in today’s economy.
Learn which fields are oversaturated and why skills now matter more than qualifications alone. -
Your digital presence is your new passport.
Understand why clients and employers no longer ask for résumés — they ask for visible proof of what you can do. -
You can start mapping your future today — with the right tools.
Discover how to explore future-ready careers and start building your visibility strategically.
Free Workshop Resource:
Feeling stuck in your career path? Start here.
Use Keron’s free AI-powered career exploration tool to find your next move and create a future-proof learning roadmap.
Future Proof Your Career & Strategic Pivots Workshop
Self-Paced Course:
Ready to start attracting global clients and job offers through your online presence?
Take the course: Building Your Digital Presence
Building Your Digital Presence Workshop
The future belongs to the most visible, adaptable, and skilled — not just the most educated.

Monday Jul 21, 2025
The Content Creation Trap: High Costs, Low Results
Monday Jul 21, 2025
Monday Jul 21, 2025
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 have to be that way.
I break down the real root of the problem, how we got here, and the practical roadmap to creating content at scale — sustainably, affordably, and with real business results. This isn’t about doing more. It’s about building smarter systems, aligning your strategy with your resources, and rethinking the entire creative process from the ground up.
This is the blueprint I’ve lived — as a solopreneur, a consultant, and a content creator navigating both the Caribbean and global markets.
If you’ve ever said:
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“We can’t afford to keep creating content like this.”
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“Our content isn’t driving results.”
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“We want to show up online, but we don’t know how to keep up…”
Then this episode is for you.
Key Takeaways:
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Why 69% of marketers say traditional content creation models are no longer sustainable (source: Adobe)
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The mismatch between creative expectations and business budgets
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Why the Caribbean is struggling to keep up — and how to fix it
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How I built a scalable content engine across video, blogs, podcasts, TV, and radio — as a one-man team
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Why “content marketing” without systems is just noise
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The mindset shift from outsourcing to ownership — and how that unlocks long-term brand equity
Ready to escape the content trap?
Start with strategy — not stress.
Explore the Visibility Starter Pack: my done-for-you research and content strategy service that helps you know exactly what to say, who it’s for, and how to show up where it matters most.
You’ll get:
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A 1-month custom content plan
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Search data analysis tailored to your region and keywords
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Actionable insights to show up in search, social, and AI tools
👉 Learn more + book it here: https://keronrose.com/product/the-visibility-starter-pack/
🎧 For more episodes + resources: https://digipreneur.fm
🌍 Or visit: https://keronrose.com

Saturday Jul 19, 2025
Why Caribbean Businesses Are Invisible in the Age of AI Search
Saturday Jul 19, 2025
Saturday Jul 19, 2025
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 can’t find you, it can’t recommend or sell for you.
Keron breaks down:
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Real stories showing how customers are now buying through AI
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Why most businesses in the Caribbean are digitally invisible
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What AI looks for (and what you’re probably not doing)
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How you can shift from chasing virality to building visibility
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The simple, strategic steps to start showing up in AI and Google search
If you're ready to stop performing marketing and start doing digital strategy that drives discovery, this episode will help you make that shift.
Ready to get found?
Explore the new done-for-you service that helps your business become AI and search engine ready:
The Visibility Growth Strategy Suite
For more digital business insights:
📍 KeronRose.com
🎙️ Digipreneur.FM

Tuesday Jun 10, 2025
How Your Smile Impacts Your Business & Professional Life W/ Dr. Shenilee Hazell
Tuesday Jun 10, 2025
Tuesday Jun 10, 2025
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 breakthroughs patients experience after smile transformations, this episode unpacks the deep personal and professional impact of dental care.
How does your smile shape your first impression? Could untreated dental issues be affecting your sleep, energy, or leadership presence? And when’s the last time you really prioritized your oral health — not just for looks, but for life?
Tune in for one of our most insightful conversations yet.
In This Episode, We Cover:
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The Hidden Business Cost of Poor Oral Hygiene
How your smile affects hiring decisions, promotions, and workplace confidence — with stats and real-world stories. -
Emotional Healing Through Smile Restoration
The life-changing stories behind why people finally fix their teeth — from personal milestones to professional makeovers. -
Oral Health & Total Wellness
The link between dental issues and sleep quality, stress, gut health, posture, and even cognitive function.
🎧 Catch The Digital World live every Friday from 12:00–3:00 PM AST on Freedom 106.5FM
💻 Check out Dr. Shenilee Hazell and the Smile Inn team at smileinndental.com
📲 Follow Smile Inn on Instagram at @smileinntt

Thursday Jun 05, 2025
7 Key Changes To Social Media in 2025
Thursday Jun 05, 2025
Thursday Jun 05, 2025
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 and profitable in today’s attention economy.
Core Topics Covered:
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The Death of Follower-Based Strategy
Why follower counts no longer guarantee reach or results — and what metrics actually matter in 2025. -
The Rise of Interest Media
How algorithms now prioritize content based on user interests and what that means for your marketing approach. -
How Caribbean Brands Must Evolve
The seven key shifts businesses in the region need to understand to survive and thrive on today’s platforms.
To learn more about building your digital presence and monetizing your platform, visit KeronRose.com
Stay up to date on all podcast episodes at Digipreneur.FM

Sunday Jun 01, 2025
Stronger Minds, Stronger Business: Your Mid-Year Check-In with Chelsea Cree
Sunday Jun 01, 2025
Sunday Jun 01, 2025
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 Caribbean entrepreneurs and business owners — and most importantly, what steps you can take right now to build your mental fitness for the road ahead.
Whether you’re leading a company, running a side hustle, or navigating personal growth, this episode delivers insights and strategies that will help you thrive through the second half of 2025.
3 Key Takeaways:
✅ Mental fitness is the foundation of sustainable success — it’s not just about coping, but proactively building resilience and capacity.
✅ Burnout silently erodes leadership and culture — even high achievers are at risk if they don’t prioritize their mental health.
✅ Practical tools like breathwork, movement, reflection, and AI can help you start strengthening your mental fitness today, no matter your resources.
👉 Catch The Digital World live every Friday, 12 PM–3 PM AST on Freedom 106.5FM
🎧 Watch the livestream here: Freedom 106.5FM Livestream
👉 Connect with Chelsea on Instagram: @chelsea.cree
👉 Learn how to build your digital presence and monetize: KeronRose.com
👉 Stay up to date on all podcast episodes: Digipreneur.FM

Monday May 26, 2025
5 Ways to Use AI Every Day to Improve Your Life
Monday May 26, 2025
Monday May 26, 2025
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 for hobbies, savings goals, or new adventures
✅ Cutting-edge tools like Google’s Project Astra & Mariner
✅ Using AI as a pocket therapist to support mental health and mindset shifts
This episode is packed with insights on how anyone — no matter your background or tech skills — can harness AI to improve your day-to-day life. Whether you’re working on your health, career, passions, or mental well-being, AI is now accessible, affordable, and ready to help.
Tune in to discover how you can start using AI today to transform the way you live, make decisions, and achieve your goals.
🌐 Learn more about building your digital presence and monetizing your platforms here:
https://keronrose.com/
🎧 Stay up to date with the podcast here:
https://digipreneur.fm/
