Stuart served for eight years as a police officer in Cambridgeshire police, resigning in 1991 with an exemplary service certificate to pursue higher education.
Upon completion of his Master degree in Criminology at the University of Cambridge, Stuart was appointed as a Research Associate by Cambridge University, to conduct criminological research on behalf of the British Home Office.
In 1998 Stuart was called to the Bar of England and Wales as a Barrister. He practiced as an independent Barrister in London and Cambridge predominantly in the field of criminal law. He worked in both the criminal and civil courts on behalf of individual, government and corporate clients in the UK.
In 2004 Stuart having completed the Bar conversion course at the University of the West Indies in Kingston, Jamaica was called to the Eastern Caribbean Bar. Other appointments include Notary Public and government Agent for the Antiguan Citizenship by Investment Unit.