Should you start using AI agents in your business? Join Keron Rose and Curtis Jordan on The Digital World with Dawn Nelson and Christopher Reckord to explore practical uses, security and human oversight.
Watch the full episode · Broadcast 2 October 2026 on Freedom 106.5. Press play above to watch here, or watch on YouTube.
AI can already help draft an email or explain a report. Agents take the conversation further: what happens when software can work across your systems and carry out a sequence of tasks? For Caribbean businesses, that raises practical questions about productivity, security, skills and control. These five themes frame the episode.
Key Ideas We Discuss
1. AI agents vs generative AI: from answers to actions
What separates asking a chatbot for help from assigning an agent a job? We explore the shift from generating content to working towards a goal with tools, information and defined limits. That distinction helps business owners judge what they are actually adopting.
2. Where to start with AI agents in your business
Which tasks are worth testing first? The conversation looks at repetitive work, clear processes and small experiments in areas such as research, administration and customer support. Before choosing a tool, it helps to identify the problem, map the workflow and decide what a useful result looks like.
3. Company data, permissions and cybersecurity
Connecting an agent to email, files or customer records changes the stakes. We consider data quality, privacy and the access an agent needs to do its job. In particular, permission to read information is different from permission to change it or take action on behalf of the business.
4. Human oversight, accountability and trust
Where should a person stay involved? From customer messages to refunds and purchases, the episode raises questions about approval, responsibility and the limits of autonomy. Faster execution still calls for sound judgement, and businesses need to think through how they will spot and correct mistakes.
5. Caribbean readiness and the opportunity for smaller teams
Could agents help Caribbean firms do more with small teams and limited specialist resources? We examine that opportunity alongside the foundations businesses need: digital skills, organised information and a willingness to improve existing processes. The practical question is what owners can do now to prepare.
Meet the Guests
Dawn Nelson
Founder and CEO, MyCashlessClass
Dawn leads MyCashlessClass, a platform designed to simplify school transactions across the Caribbean. She previously served as Vice President of Financial Sector Transformation in Trinidad and Tobago, working on financial inclusion and digital payments. She brings an entrepreneur’s perspective on solving real customer problems and making technology useful in daily operations.
Christopher Reckord
Chairman, Jamaica’s National Artificial Intelligence Task Force
Christopher is a Jamaican technology leader and former CEO of tTech Limited, a managed IT services company. His work spans business technology and AI policy, including chairing Jamaica’s National Artificial Intelligence Task Force. He brings a perspective on digital transformation, responsible adoption and the safeguards businesses need as AI takes on more operational work.
Read the Full Story in the Jamaica Observer
For more context on AI agents in your business, read Keron Rose’s related column, “Should your business start using AI agents?”, published on 30 September 2026. It explores why agents are becoming more approachable and how owners can begin assessing their readiness.
Watch the episode and share it with a business owner or colleague weighing their next step with AI. For more conversations connecting technology, business and Caribbean life, explore Digipreneur Media.
