[10][1] An alumnus of the Christ Church Foundation School, Stuart is a graduate of the University of the West Indies at Cave Hill and holds degrees in Political Science and Law.

[10] In 1974, Stuart officially joined the Ministry of Education and became a Teacher in Princess margaret secondary (PMS).

In 2003, Stuart switched Constituencies to St. Michael South but remained as a member of the Democratic Labour Party, he was defeated by Minister for Tourism and Transport Noel Lynch in the 2003 Barbadian general election.

He contested in St. Michael South again in the 2008 Barbadian general election and defeated Noel Lynch this time.

[10] Adriel Brathwaite succeeded Stuart in the positions he then held, namely attorney-general and minister of home affairs.

Stuart won his first election as prime minister on 21 February 2013, defeating Barbados Labour Party challenger (for his constituency) Noel Lynch.

[14] Ahead of the 2018 General Election Stuart stated if re-elected he would push for removal of Barbados from jurisdiction of the Caribbean Court of Justice (CCJ).