Ricardo D. Allen is the President and Chief Executive Officer of One on One Educational Services Limited, a publicly listed EdTech company on the Jamaica Stock Exchange. He is a technologist with a background in Actuarial Science from the University of the West Indies, and his life’s goal is to personalize knowledge acquisition by using advanced statistical approaches to detect learner ability and dynamically adjust the learning experience.
As CEO, Ricardo leads the development of platforms and services that deliver highly personalized learning experiences to schools, companies and governments. His company has scaled to reach more than two million learners across the Caribbean, providing K–12 students with tailored support in core subjects and offering corporations precision-driven upskilling solutions that align workforce training with industry needs. At the heart of his vision is the belief that education must adapt to each learner’s capacity and pathway, ensuring that knowledge acquisition is both equitable and practical.
Alongside this focus on intelligent personalization, Ricardo has spearheaded major digital transformation initiatives with governments across the Caribbean. Through the design and implementation of Education Management Information Systems (EMIS), his work has enabled ministries of education to modernize school management, streamline data collection, and strengthen decision-making at scale. These national-level systems have become a foundation for advancing equity, efficiency, and accountability in education delivery, especially the integration with intelligent learning systems.
His leadership and vision have been recognized internationally. TIME Magazine named One on One among the Top 350 EdTech Companies in the world in 2025. Ricardo has also represented Jamaica as a U.S. Department of State Young Leaders of the Americas Fellow and served on the board of the Jamaica Stock Exchange, contributing to governance and innovation in regional markets.
Through the Fellowship, Ricardo hopes to collaborate with peers across Latin America and the Caribbean to build sustainable, scalable approaches to personalized learning and national digitalization, advancing education systems that prepare learners for the demands of the future.