The Massy Group is urging Caribbean businesses to match their investment in artificial intelligence with an equal investment in their workforce, arguing that the region’s real hurdle isn’t the technology itself but whether employees are ready to put it to use.
The message came from Ryan Chaitram, Massy Group’s Senior Vice President of Strategy and Digital, speaking at the American Chamber of Commerce’s Tech Hub Islands Summit (T.H.I.S.) 2026 on Friday. Chaitram said organisations that succeed going forward will be the ones that build digital capacity and human capability side by side, rather than treating them as separate priorities.
To back that up, Massy has rolled out enterprise access to ChatGPT and other advanced AI tools across the Group, paired with training in the skills, confidence and governance needed to use them responsibly. Unlike the consumer version of the tool, the enterprise setup keeps employee prompts, files and conversations in a secure, dedicated environment that is never used to train OpenAI’s underlying models, meaning the data stays under Massy’s control and is used only to serve the employees who generate it.
That people-first framing carried through the rest of the Summit as other Massy executives took the stage. Nadia McCarthy, the Group’s Senior Vice President of People and Culture, said transformation efforts tend to stick when employees are brought into the process rather than having change simply handed down to them. She said staff don’t expect leadership to have every answer, but they do expect honesty, and that organisations willing to involve their people in the thinking and decision-making are the ones likely to see lasting results.
Ambikah Mongroo, Executive Vice President and CEO of Massy’s Integrated Retail Portfolio, argued that businesses should think of AI spending less as a technology line item and more as an investment in their people. Meanwhile, Neela Marquez, Regional CEO of Massy Remittances, pointed to the Group’s WIDIT digital wallet as an example of technology built around what customers actually need, blending digital convenience with continued access to in-person service.
Across the discussions, Massy executives returned repeatedly to the same point: AI may be reshaping how business gets done, but the organisations best positioned to benefit will be the ones that build up their workforce’s capability alongside their technology stack. The Group said it sees this as a shared responsibility, calling on business leaders, educators, governments and the wider private sector to work together to build the digital skills and AI readiness the region needs to stay globally competitive.