Deloitte Insurance Week 2026

Deloitte, in collaboration with Aptitude, explored critical challenges faced by finance teams in the insurance sector, offering innovative solutions to enhance efficiency, compliance, decision-making agility, and resource optimization.

Date: 11 May 2026 | 10:00am - 11:00am | GMT-3

Speakers:

• Matthew Lee, Director, Deloitte Caribbean and Bermuda
• Alex Curran, CEO, Aptitude
• Adelin Janssens, Senior Manager, Deloitte Caribbean and Bermuda

View the presentation

Practical updates provided on the UK–Bermuda life reinsurance landscape, covering UK market trends, the PRA’s sidecar framework, evolving views on Funded Re and structuring responses, and stress test recapture lessons.

Date: 11 May 2026 | 11:30am - 12:30pm | GMT-3

Speakers:

• Nina Coetzer, Director, Deloitte Caribbean and Bermuda
• Brandon Choong, Director, Deloitte United Kingdom
• Owen Griffiths, Associate Director, Deloitte United Kingdom
• Rory Spiller, Manager, Deloitte Caribbean and Bermuda

View the presentation

A panel of experts discussed the insurance industry from a European and Caribbean perspective, fraud typologies and statistics, background on emerging frauds and what the industry could expect to see in the face of changing technology, and notable cases—including how insurance professionals investigated suspected cases of fraud and the tools used to investigate fraud (e.g., Relativity and NavigAite).

Date: 12 May 2026 | 10:00am - 11:00am | GMT-3

Speakers:

• Vanessa Samuels, Senior Manager, Deloitte Caribbean & Bermuda
• DCI Nik Jethwa, Head of the Insurance Fraud Enforcement Department, City of London Police
• Jonathan Purvis, Senior Policy Advisor, General Insurance Policy, Association of British Officers
• John Davies, Intelligence & Investigations Manager, Insurance Fraud Bureau
• John White, Partner, Deloitte Caribbean & Bermuda
• Lindsay Hubbard, Manager, Deloitte Canada
• Andy Mais, Senior Advisor, Deloitte US

A walkthrough of key finance transformation trends emerged from Deloitte’s latest insights, led by perspectives from the Finance Transformation specialists.

Date: 12 May 2026 | 11:30am - 12:30pm | GMT-3

Speakers: 

• Matthew Lee, Director, Deloitte Caribbean and Bermuda
• Ramona Balaratnam, Senior Manager, Delotite United Kingdom
• Mary Ann Medina, Assistant Manager, Deloitte Caribbean and Bermuda

View the presentation

Deloitte provided a perspective on how they, and the organizations they worked with, could consciously shape their decision making frameworks when faced with ethical dilemmas—specifically, their ability to pause, reflect, and choose an appropriate course of action. In doing so, they reduced the risk of incrementally drifting down the “slippery slope” of unethical behaviour.

This in-person session will provide an opportunity to earn continuing professional development (CPD) credit and may be used towards meeting the Professional Skills requirements of the IFoA, as well as the professionalism CPD requirements of the SOA, CAS, and CIA.

Date: 12 May 2026 | 04:00pm - 05:00pm | GMT-3

Speakers:

• Khushal Dhrochand, Assistant Manager, Deloitte Caribbean and Bermuda
• Joseph Mwangi, Assistant Manager, Deloitte Caribbean and Bermuda 
• Eric Gitau, Assistant Manager, Deloitte Caribbean and Bermuda 

View the presentation

An update was provided on how Japan’s evolving regulatory, capital, and investment environment reshaped cedants’ use of Bermudian reinsurance structures. Shifts in market activity and currency considerations were also examined. The presentation also highlighted key developments in Japan’s capital regime and their implications for Bermuda-based reinsurers operating in this rapidly adapting landscape.

Date: 13 May 2026 | 10:00am - 11:00am | GMT-3

Speakers:

• Takahiro Toda, Managing Director, Deloitte Japan
• Nina Coetzer, Director, Deloitte Caribbean and Bermuda
• Juvaine Rajamany, Manager, Deloitte Caribbean and Bermuda

View the presentation

This session discussed the latest regulatory changes in the US, such as VM-22 and AG55, and how moving from legacy CARVM to VM 22 could change reserve levels, reserve drivers, and total capital for annuity blocks that were candidates for offshore reinsurance. Using case studies, the session walked through reserve attribution from CARVM to VM 22 and then to offshore reserve frameworks (e.g., Bermuda/Cayman) to highlight the key sources of financial impact.

Date: 13 May 2026 | 11:30am - 12:30pm | GMT-3

Speakers: 

• Thomas Chamberlain, Managing Director, Deloitte United States
• Chanè Hattingh, Manager, Deloitte Caribbean and Bermuda
• Eric Kovach, Manager, Deloitte United States

View the presentation

Deloitte provided the latest insights on the Bermuda Corporate Income Tax (CIT). The session explored how CIT interacted with the OECD’s global anti-base erosion (GloBE) model rules, highlighting key developments and implications. In addition, important US international tax provisions were covered, including the Base Erosion and Anti-Abuse Tax (BEAT), examining their practical impact on multinational groups. Throughout the session, emphasis was placed on what these changes meant for Bermuda’s insurance and reinsurance entities, ensuring the content was relevant for the audience.

Date: 13 May 2026 | 01:30pm - 02:30pm | GMT-3

Speakers:

• Andy DeGregario, Partner, Deloitte Caribbean and Bermuda
• Jason Kaplan, Principal, Deloitte United States
• Jay Riback, Director, Deloitte Caribbean and Bermuda

View the presentation

The introduction of AI tools into the insurance industry offered a wide range of new opportunities, but these opportunities came with a new set of risks. In this session, a framework to manage this risk was discussed, and its application to a case study involving the use of AI was examined.

Date: 14 May 2026 | 10:00am - 11:00am | GMT-3

Speakers: 

• Elliot Dawson, Senior Manager, Deloitte Caribbean and Bermuda
• Preshaylen Pillay, Manager, Deloitte Caribbean and Bermuda

View the presentation

This session provided an overview of sustainable finance trends and regulatory developments affecting insurers in Bermuda. Discussion topics included the integration of ESG factors, climate risk management, and the evolving expectations set by the BMA guidance note. Participants gained insights into regional approaches to sustainability, practical challenges, and emerging best practices for insurance companies navigating a changing financial landscape.

Date: 14 May 2026 | 11:30am - 12:30pm | GMT-3

Speakers: 

• Adelin Janssens, Senior Manager, Deloitte Caribbean and Bermuda
• Juvaine Rajamany, Manager, Deloitte Caribbean and Bermuda

View the presentation