Sterling  was appointed as a Director on the Board of Angostura Holdings Limited and its subsidiaries (Angostura Limited and Trinidad Distillers Limited) in January 2022.

He is currently the Group Deputy Chief Executive Officer – Operations and Administration at First Citizens. His past directorships include financial institutions across Trinidad and Tobago, Panama, Nicaragua and Honduras. He currently serves on the Boards of several subsidiaries within the First Citizens Group.

Sterling is First Examiner and Adjunct Senior Lecturer at The University of the West Indies (UWI) for several courses in both undergraduate and postgraduate programmes. He is a Professor of Practice - Management Studies where he specializes in the areas of Organizational Behaviour and Development, Human Resources Management, Cross-Cultural Management, Strategic Planning, Strategic Leadership, Strategic Performance Management and Change Management.

His contribution to various government, academic and civil society organizations is reflected in his Chairmanship of The Lydian Singers, Chair of The UWI Faculty of Social Sciences Advisory Board, The UWI Institute for Gender and Development Studies External Advisory Board, The UWI Development and Endowment Fund, The Board of the Foundation for the Enhancement and Enrichment of Life (FEEL) and The First Citizens Foundation. He also serves as Deputy Chair of the Public Service Commission, Director of the St Lucia Electricity Services Limited and Assessor/Advisor to the Industrial Court of Trinidad and Tobago.