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Digipreneur FM

Keron Rose

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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.
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Unlock the secrets to scalable, high-value businesses with The Value! Hosted by Kevin Valley, a seasoned Chartered Business Valuator, this show dives into the common blindspots that keep great businesses from attracting top investors. With over 15 years of expertise, Kevin bridges the gap between passion-driven entrepreneurs and savvy investors. From the Caribbean to the world, The Value is your gateway to transforming business models and uncovering profitable opportunities. Tune in and elev ...
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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 coac…
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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 d…
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What happens when one of the Caribbean’s top data minds builds a tech platform instead of a consultancy? You get a masterclass in turning information into influence In this episode of The Value, Kevin Valley talks with Raquel Seville, founder of Dataffluent, about the role of data infrastructure in shaping how the region scales AI, drives smarter b…
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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 wh…
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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 cons…
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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…
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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 serv…
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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 advancement…
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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 be…
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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…
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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 …
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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 …
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Moving to Thailand has been a life-changing experience. I’ve uncovered some incredible opportunities and unique challenges that come with living in one of the most visited countries in the world. From its affordability to its thriving expat communities, I share my perspective on what makes Thailand an attractive place for digital nomads and what ar…
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Episode Overview In this episode of Digipreneur FM, we’re diving into one of the most transformative shifts in digital marketing: Search AI. The way people search for information online is evolving, and businesses need to keep up or risk being left behind. Search AI is making search engines smarter, faster, and more personalized. For marketers and …
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Episode Summary In this episode of Digipreneur FM, Keron Rose dives deep into why the Caribbean—and especially Trinidad and Tobago—needs to embrace digital-first businesses. The episode highlights the region's reliance on import-heavy business models and explores how shifting to digital-first thinking can alleviate issues like foreign exchange shor…
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In Trinidad and Tobago, accessing foreign currency has become increasingly challenging due to the ongoing Forex Crisis and strict credit card limitations. As local banks continue to restrict USD transactions, many people struggle to meet personal and business needs outside of Trinidad and Tobago, whether for online shopping, travel, studying abroad…
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Episode Summary In this episode, host Keron Rose breaks down the ideal structure for a digital marketing team as we head into 2025. Keron covers why specialized roles are essential, shares the challenges Caribbean businesses face in aligning digital roles, and offers guidance on building a balanced, effective team structure. Key Topics Discussed Bu…
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Episode Summary: In this exciting episode of Digipreneur FM, Keron Rose returns after a brief hiatus with a life-changing update. Broadcasting from his new home base in Bangkok, Thailand, Keron reflects on his recent move from Trinidad and Tobago. He dives into his first three weeks living in Thailand, explaining how this relocation was the culmina…
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Join host Kevin Valley as he dives into the remarkable entrepreneurial journey of Jay Jackson, an award-winning entrepreneur and author. Jay shares his evolution from corporate life to owning a real estate company and establishing RYSE Creative Village, a nurturing hub for creators in music, film, and gaming. Discover his passion for community deve…
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In this episode of The Value, Kevin Valley interviews Dareem Jeffrey, the entrepreneur behind EcoWash—a car wash business that uses just two litres of water per vehicle. Dareem discusses his journey from growing up in Trinidad to building a global business, overcoming significant challenges, and empowering youth through innovative business models. …
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In this heartfelt episode, Keron Rose dives into a topic that has been sparking curiosity across his audience—why he has decided to leave Trinidad and Tobago and relocate to Thailand. Keron shares his personal and professional reasons for this major life change, highlighting how this decision aligns with his long-term goals. He breaks down the chal…
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Join us for an insightful episode of 'The Value' hosted by Kevin Valley, featuring Aldwyn Wayne, CEO and founder of WiPay Caribbean. Aldwyn shares WiPay's journey from its 2016 inception to its expansion across the Caribbean, West Africa, South America, and the U.S. Discover innovative solutions like Colour Bank and WeFets, and learn how WiPay navi…
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In this exciting episode of Digipreneur FM, host Keron Rose shares his journey and insights on migrating from the Caribbean to Thailand. As many Caribbean entrepreneurs seek new opportunities and experiences abroad, Keron offers a detailed guide on how to make this transition smoothly. Key Points: Visa Options for Caribbean Nationals: Learn about t…
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In this episode, Keron dives into his decision to embark on a new journey, sharing his decision to migrate in search of new perspectives and opportunities. As he prepares to explore the digital nomad lifestyle beyond the familiar vistas of the Caribbean, this episode delves into the compelling reasons behind his move, the potential of digital nomad…
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Episode Summary: In this episode, join Keron Rose as he dives deep into the evolving work landscape, especially from the Caribbean perspective. This episode is a crucial listen for anyone looking to understand the shifts in the global job market and how they uniquely impact the Caribbean region. Keron discusses the vital strategies needed to naviga…
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In episode 168, we give you an essential guide for Caribbean entrepreneurs and professionals who are eager to stay ahead in the rapidly evolving business landscape. The episode delves into the skills that are becoming crucial for success in the digital age, providing insights and resources for acquiring these competencies. This comes off the heels …
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In this episode, we are with Nicholas Rees; a digital payment specialist, chartered accountant, private equity investor, and two-time Olympian from the Bahamas. Nicholas discusses his PPP business model - People, Planet, Profit - and his multifaceted career journey from an Olympic swimmer to founding several businesses, including his successful dig…
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In this insightful episode, Keron Rose explores the transformative landscape of solopreneurship. Discover why the current environment is ripe for entrepreneurs in the Caribbean to take control of their professional destinies. Key Points Discussed: Strategic Storytelling in Business: Inspired by the compelling storytelling of WWE and UFC, Keron disc…
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In episode 166, Keron Rose dives into the essentials of becoming a digital nomad. Here are the five key takeaways: Mindset Shift: Becoming a digital nomad starts with a mindset shift. It's about embracing flexibility and the global opportunities available, and understanding that a digital nomad visa isn't always necessary. Job Opportunities: Explor…
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In this episode, Keron delves into a topic resonating across the Caribbean—migration. Whether temporary or permanent, the idea of migration is becoming a significant point of discussion for many in the region. Here are the key points covered: Increasing Migration Opportunities: Keron discusses the global trend of increasing migration opportunities,…
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In this episode, Kevin Valley engages with Bill Huston, a leading expert in the field of investment crowdfunding and recognized by Inc. magazine as one of the top 19 global crowdfunding professionals. Together, they explore the various forms of crowdfunding—donation, rewards, and investment—and discuss their unique advantages, particularly for unde…
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In this episode, Keron dives deep into the concept of digital nomad visas, sharing his insights and personal experiences with the lifestyle. He discusses the transformative potential of living and working abroad, especially through the lens of digital nomad visas, which are becoming increasingly popular worldwide. Keron provides a comprehensive bre…
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Join us as we dive into the adventurous world of Zoe Reeve, also known as TravelwithZoe. Zoe shares her transformative travel experiences, detailing her evolution from a solo traveller to a celebrated travel vlogger. Guest Background: Zoe Reeve, known for her blog TravelwithZoe.org, has explored the globe extensively, turning each destination into …
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In today's episode, we explore the importance of building trust with your audience in the digital landscape. He discusses the challenges local businesses face when dealing with customers who don't trust them and introduces strategies to cultivate trust to enhance customer relationships and business credibility. Key Discussion Points: The necessity …
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In this episode, Keron Rose dives into three critical gaps where Caribbean businesses are missing out on digital advantages. From the lack of a searchable web presence to the overlooked importance of content indexing and AI and the shortcomings of short-form content, this discussion highlights the pivotal areas where local enterprises must improve …
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In this episode, we converse with Will Greenblatt, an acclaimed author and public speaking coach who has aided founders in raising over $350 million. The discussion tackles the ever-present issue of stage fright and offers strategies to manage it effectively. Greenblatt shares his upbringing rooted in acting, his experiences as a child star, and ov…
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In this episode of Digipreneur FM, we are re-sharing our interview from our Digital World Radio Show, in which we had the incredible opportunity to chat with Anya Ayoung-Chee, a powerhouse in the Caribbean fashion and tech industries. Anya shared her multifaceted journey from Miss Universe contestant to Project Runway winner, and how these experien…
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This episode features educator and high-performance coach Dr. Shelly-Ann Gajadhar. Dr. Shelly is the founder and Mentor of a women’s mentorship online community of 200+ women called the Go Bravely Mentorship Community and the Author of a daily inspirational book for women entitled Go Bravely: Building Confidence Daily. Having shifted careers from l…
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In this episode, we are with the Managing Director of The Bahamas Development Bank (BDB), Nicholas Higgs. Nicholas was also the Director and Chief Operating Officer for the Access Accelerator Small Business Development Center (SBDC), where he led the business development department. He is a Chartered Financial Analyst (CFA) with deep expertise in d…
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In this episode, your host, Mr. Rose, dives deep into the troubling state of the marketing industry in Trinidad and Tobago. This discussion sheds light on a sector struggling with inefficiency, lack of innovation, and substandard job conditions, all voiced with the unmistakable candor and passion listeners have come to expect. In this episode: Indu…
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We dive into how Caribbean Airlines stacks up against the titans of the skies in our digital age. We examine social media impact, website prowess, and the app popularity that defines the leaders in the airline sector. In this case study, we looked at Southwest Airlines, Qatar Airways, Emirates, Hawaiian Airlines and Caribbean Airlines. Southwest Ai…
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In Episode 157 of the Digipreneur FM podcast, we discuss the common overwhelm that business owners and entrepreneurs face when considering how to begin creating content. The episode dives into the pervasive advice of prioritizing video content, recognizing that this may not suit everyone due to various personal reasons. We emphasize exploring diffe…
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This episode delves into the intricacies of building a successful Brand Ecosystem. Learn from my journey as a multifaceted Digital Strategist, International Speaker, Podcaster, and more how to create a dynamic and self-sustaining network of offerings. Discover the importance of diversifying income streams through free content, services, products, a…
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In ep 155, we shed light on the significance of possessing a US bank account, Wise account, and the Color app (Trinidad only). Key Highlights: US Bank Accounts for Caribbean Entrepreneurs: Learn why every Caribbean entrepreneur, especially those from Trinidad and Tobago facing foreign exchange challenges, should consider opening a US bank account. …
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In ep 154, we sit down with Richard Daniel, a distinguished Sales Executive at Massy Motors and a vibrant content creator on TikTok, boasting over 60k followers. Richard has carved a niche for himself in the automotive industry, specializing in Nissan cars, and has revolutionized the way we think about selling cars in the digital era. Dive into Ric…
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In episode 153, we delve into a topic that will reshape the digital landscape: the potential TikTok ban in the United States and the rest of the world. With the US House recently passing legislation that sets a six-month deadline for ByteDance, TikTok's parent company, to divest its stakes, the future of this beloved platform hangs in the balance. …
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In ep 152, we discuss "The Negative Impact of Social Media Outages for Businesses," we delve into the significant yet often underestimated consequences that social media downtime can have on businesses, particularly in regions like the Caribbean where digital infrastructure heavily leans on platforms such as Facebook and Instagram. As these social …
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In ep 151, we dive into the transformative shift in social media metrics that challenges the long-held supremacy of follower counts. We explore the nuanced dynamics of social SEO, the growing preference for long-form video content, the intimate world of DMs for authentic engagement, and the rising importance of shares over superficial likes. Unpack…
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In ep 150, we delve into the future of content marketing for businesses. As the digital landscape becomes increasingly saturated, brands face the challenge of standing out with content that is not only informative but authentically engaging. Melanie Deziel of The Creator Kitchen emphasizes the importance of vulnerability, transparency, and candor i…
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In this exclusive interview on The Digital World, we sit down with the remarkable Xayli Barclay, a trailblazing Visual Content Creation Coach and marketing expert, fresh off the vibrant celebrations of Trinidad and Tobago's Carnival. Diving deep into Xayli's inspiring journey from the heart of the Caribbean to becoming one of the world's most influ…
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