Marking another significant milestone in its ongoing organisational restructure, the Cayman Islands Monetary Authority (“CIMA”) is pleased to announce the appointment of a second Chief Supervision Officer, a new Acting Head and Acting Deputy Head of Banking Supervision, effective today, 1 October 2026.
Gloria Glidden has been appointed the Chief Supervision Officer, Investments & Innovation, with responsibility for the Investments Supervision Division, Securities Supervision Division, VASP & Fintech Innovation Division, and the newly established Authorisations Division, which will manage all registration and licensing applications. Having more than a decade of regulatory experience, Mrs. Glidden has held several senior leadership roles at the Authority, including Deputy Head of the former Investments and Securities Division and, most recently, Head of the Banking Supervision Division, where she currently oversees the supervision of more than 150 international and commercial banks, trusts, development banks, money services businesses, building societies, and cooperative societies operating in and from the Cayman Islands.
Mrs. Glidden will work alongside Anna McLean, Chief Supervision Officer, Traditional Financial Services, who will oversee Banking Supervision, Fiduciary Supervision, Insurance Supervision, and Onsite Inspections. Mrs. McLean has served as CIMA’s Chief Supervision Officer (formerly Deputy Managing Director – Supervision) since 2014, overseeing all supervisory divisions. In her new role, she will provide more targeted oversight across the traditional financial services sectors, enabling deeper sector-specific focus and enhanced supervisory effectiveness.
As part of the transition, Shakira Cox will serve as Acting Head of the Banking Supervision Division, bringing more than a decade of specialised supervisory and audit experience to the role. Ms. Cox has served as Deputy Head of Banking Supervision since 2017, where she supports the overall operation and management of the division across both on-site and off-site supervisory activities.
Kieron Cacho has been appointed Acting Deputy Head of the Banking Supervision Division. In this role, he will support the leadership and management of the Division and contribute to the effective delivery of its supervisory responsibilities. In his most recent post as Chief Analyst, Mr. Cacho gained extensive experience in banking supervision, including the assessment and analysis of financial institutions, regulatory compliance, risk management and prudential matters.
These appointments build on structural enhancements first introduced in October 2024, when CIMA updated its C-suite titles to improve efficiencies across regulatory areas and support a more manageable span of control. Since then, CIMA has implemented a series of improvements across its legal, enforcement, and Anti-Money Laundering functions, including establishing a dedicated litigation team, updating divisional reporting lines, and introducing a Deputy Chief Executive Officer position to support evolving operational and regulatory needs.
CIMA’s CEO, Mrs. Cindy Scotland, OBE, said the new CSO structure represents a deliberate step toward a more agile and sector-focused supervisory model.
“The introduction of specialised CSO roles allows us to sharpen our supervisory focus and ensure leadership is aligned with the distinct risks and characteristics of each financial services sector.”
She added, “These changes strengthen accountability, enhance organisational efficiency, and support further development and upward mobility for our staff.”
The Authority’s restructuring programme is being implemented through a phased approach, with additional updates to follow as the transition progresses. It also reflects CIMA’s intentional and forward-looking transformation, with each phase designed to reinforce the Authority’s resilience, strengthen supervisory capabilities, and ensure it remains responsive to the needs of a rapidly evolving financial services environment.
Together, these enhancements position CIMA to better address sector-specific risks and support the continued integrity, sustainability, and competitiveness of the Cayman Islands.