Justice Lucky was called to the Bar in 1991 and joined the Judiciary in 2009/2010 and then again in 2014. During the period 2010-2014, Justice Lucky was the Director of the Police Complaints Authority (PCA).  

Prior to the appointment as Judge in 2009, Justice Lucky served in the positions of Senior State Counsel in the Office of the DPP; Minister in the Ministry of the Attorney General and Legal Affairs; Opposition Member of Parliament and Member of the Crime and Justice Commission.

While lecturing at UWI in the early 1990s, Justice Lucky was responsible for the implementation of the long distance learning programme for the ‘Elements of Commercial Law’ course. This enabled participants in the Region to enroll in the programme.

Justice Lucky was a columnist, host of the TV Programme ‘Just Gill’ and Principal of Academy of Tertiary Studies.

In 2018, Justice Lucky completed a certified programme in Countering Transnational Organized Crime at the George Marshall Center in Germany.

Justice Lucky is a lecturer at the Faculty of Law UWI and the Hugh Wooding Law School.

Justice Lucky has a passion for education in law and was appointed the Chairman of the Judicial Education Institute of Trinidad and Tobago (JEITT) in January 2019.  Justice Lucky was recently appointed to the Court of Appeal.

Justice Lucky has conducted workshops in the Region dealing with various topics including the admissibility of digital evidence, money laundering, case management, principles and methodology in sentencing, gang and terrorist prosecutions, the intelligent investigation of serious and violent crimes, judge alone trials, Maximum Sentence Hearings and effective case management.

Justice Lucky is an avid Star Wars fan.