Dee-Ann Kentish-Rogers Admitted as a Barrister and Solicitor of the Eastern Caribbean Supreme Court, Anguilla Circuit
Written by UBR on May 10, 2026
Anguilla, [7th May 2026]: In a special sitting before His Lordship the Honourable Raulston Glasgow of the High Court of the Eastern Caribbean Supreme Court, Anguilla Circuit, Dee-Ann Kentish-Rogers, former Minister of Education and Social Development was formally called to the Bar of the ECSC joining a family that has, for generations, helped shape the legal architecture of the Leeward islands.
The sitting was convened at short notice, carrying particular emotional weight. Dee-Ann‘s aunt and learned Senior, Joyce Kentish-Egan KC who has made it her tradition to robe the members of her family at the Bar, insisted the call proceed without delay ahead of her scheduled departure for health reasons the following week which the Court kindly accommodated. It was, as Dee-Ann described in her address to the Court, the final act of a remarkable “bartender.”
Dee-Ann comes from a long line of legal luminaries on both sides of her family. Multiple cousins across both family lines have distinguished themselves in law. Among her most formidable forebears is the late Dame Bernice Lake KC, whose legacy endures in the most literal sense as she wrote Anguilla’s first constitution. To be called to the Bar in a jurisdiction whose foundational legal document bears the intellectual imprint of her family is a weighty responsibility. Her pupil masters and the family members who moved her call, Joyce Kentish-Egan KC and Kerith T. Kentish are themselves part of this continuum.
Dee-Ann was first called to the Bar of England and Wales in 2018. The years between then and now were far from a delay or simple detour. She came to the Anguilla Bar not simply from the Chambers of Joyce Kentish & Associates but from the Executive and Parliament; from the work of making law and policy. She brings with her a unique perspective on the relationship between legislation and its lived impact, that she regards as formative.
Her professional legal education began at the University of Law in the United Kingdom, supported by her mother’s determination. During her studies, she observed counter-terrorism proceedings in the High Court of London and completed an internship at Dawson Cornwell Chambers in London, where she gained experience in high-stakes deportation proceedings for refugees.
It was at the Albena Lake Hodge Comprehensive School under the instruction of Pastor Dwayne Adams, Mr. Collin Johnson, and Mr. Marcel Fahie that she first discovered her love of intellectual exchange as a member of the literary and debating society. Where she then went on to become best speaker in 2010 and lead the team to victory in 2011. She paid tribute also to the late Don Mitchell CBE QC, her sixth form law lecturer, whom she described as a man who demonstrated that the pursuit of knowledge has no natural stopping point.
In her address to the Court, Dee-Ann outlined her intention to use her unique vantage point across law, policy, and public service to reconcile the intent behind legislation with its positive impact on the everyday lives of those she serves. She expressed a particular commitment to advancing mediation as a preferred means of dispute resolution across the Caribbean.
She expressed gratitude to the President of the Bar, the members of the Bar, her learned senior Yvette Wallace for supporting her Application, and the His Lordship the Honourable Justice Glasgow for his indulgence in accommodating the sitting.
She closed her address simply: “I am ready to serve and deeply grateful for this honour.” From a family that has written constitutions, argued appeals at the Privy Council, and robed one another for generations, Dee-Ann Kentish-Rogers is arriving at the Anguillian Bar to pursue her own legacy.
