ReConnect 2026 delivered two days of industry insights and networking opportunities, bringing together global reinsurance and financial services professionals in the Cayman Islands.
The conference began with a Cayman-focused networking event hosted by the Cayman Actuarial Network (CAN), in partnership with Milliman, connecting actuaries and other industry professionals from the conference and the wider Cayman community ahead of the main programme.
ReConnect 2026 delivered two days of industry insights and networking opportunities, bringing together global reinsurance and financial services professionals in the Cayman Islands.
The conference began with a Cayman-focused networking event hosted by the Cayman Actuarial Network (CAN), in partnership with Milliman, connecting actuaries and other industry professionals from the conference and the wider Cayman community ahead of the main programme.
Day 1 – Thursday, April 16
Location: Royal Ballroom, The Ritz-Carlton, Grand Cayman
8:00am
Registration for Thursday and Friday is open all day
9:00am – 9:05am
Conference Opens
Opening Remarks
Ben Meade, Dart, Master of Ceremonies
9:05am – 9:15am
Welcome Remarks
Faramarz Romer, Chair, CIRCA
9:15am -9:55am
Cayman’s Financial Services Evolution: Funds, Captives and Reinsurance
This session examines the evolution of Cayman’s financial services sector across funds, captives and reinsurance, and how that development has positioned the jurisdiction within global capital and risk markets.
Moderated by Brittany MacVicar, Associate Director, Cayman Finance
Panelists:
Jo Cunningham, Partner, Maples Group
Gary Dombowsky, CEO, Malibu Life Holdings Limited
Ghislain Ghyoot, Director, Aon Insurance Managers (Cayman) Ltd
James Trundle, Chair, IMAC
9:55am -10:20am
Coffee Break
10:20am – 11:00am
How to Establish and Operate a Cayman Reinsurer: A Playbook | Sponsored by KYC
A practical overview of the structural, regulatory and capital considerations involved in establishing and operating a Cayman reinsurer, including licensing, governance expectations, capital requirements and supervisory engagement.
Moderated by Adrian Lynch, CEO, Blue Ocean Reinsurance Group
Panelists:
Clayton Chuah, Director | Actuarial & Insurance Solutions, Deloitte
Jennifer Ebanks, Executive Manager – Commercial Leasing, Dart
Anna Elliott, Chief Executive Officer, Sparrowhawk Re
Miriam Smyth, Counsel – Corporate , Appleby (Cayman) Ltd
11:00am – 11:45am
Cayman’s Regulatory Framework: Evolution, Alignment & the Road Ahead | Sponsored by American Reinsurance Company
An examination of Cayman’s principles-based regulatory and capital framework, its alignment with international standards, and how supervisory oversight has evolved alongside the growth of the reinsurance sector. The session will also address what NAIC Qualified Jurisdiction status means in practice and how it is maintained, as well as the the regulatory priorities and supervisory focus areas operating entities should prepare for over the next 12–24 months.
Moderated by Bridget Dunn, Head of Government Affairs, Talcott Financial Group
Panelists:
Kathy Belfi, Director, KB Regulatory Solutions LLC
R. Cameron Leitch, CEO, Hildene Re SPC, LTD
Anthony McKelvy, Co-Founder, Northern Re
Gamuchirai Usai, Deputy Head, Insurance Supervision Division, CIMA
11:45am
Closing Remarks
Ben Meade, Dart, Master of Ceremonies
Day 1 – Thursday, April 16
Location: Royal Ballroom, The Ritz-Carlton, Grand Cayman
Networking Events
2:00pm – 4:00pm
Catamaran Cruise | Sponsored by Grant Thornton (Cayman) LLP
1:00pm – 4:30pm
6:00pm – 8:00pm
Location: The Crescent, Camana Bay
Networking Events
Day 2 – Friday, April 17
Location: Royal Ballroom, The Ritz-Carlton, Grand Cayman
8:00am
Registration Opens
8:00am – 8:45am
Breakfast | Sponsored by Knighthead Re
8:45am – 8:50am
Conference Opens
Opening Remarks
Ben Meade, Dart, Master of Ceremonies
8:50am – 8:55am
Welcome Remarks
Faramarz Romer, Chair, CIRCA
8:55am – 9:05am
Remarks
Steve McIntosh, CEO, Cayman Finance
9:05am – 9:30am
Keynote Address
Hon. André M. Ebanks, MP, Premier and Minister for Financial Services and Commerce
9:30am-10:15am
Regulatory and Actuarial Trends in Global Reinsurance | Sponsored by Carey Olsen
A discussion of emerging regulatory, capital and actuarial developments affecting international reinsurance markets, including Bermuda and Cayman, such as cross-border supervision, capital standards and evolving policy priorities.
Moderated by Andrew Mais, Senior Advisor, Deloitte & Touche, LLP
Panelists:
Lloyd Balshaw, Chief Actuary, Oceanview Re
Paul Fedchak, Principal and Consulting Actuary, Milliman
Karen Grote, Senior Director, WTW
Yiping Yang, Senior Vice President and Chief Actuary, Everlake Life
10:15am-10:45am
Coffee Break | Sponsored by CML Offshore Recruitment
10:45am -11:30am
Offshore Jurisdictions – A Global View | Sponsored by American Reinsurance Company
This session explores the role of offshore reinsurance jurisdictions in global risk transfer and capital markets, including regulatory oversight, governance, and supervisory cooperation. Panelists will discuss the impact of PE- and asset manager-backed models, competitive pressures from maturing domestic alternatives, and whether these trends represent a structural challenge or a differentiated opportunity for offshore markets.
Moderated by Gary Harris, Partner, Walkers
Panelists:
George Kamau, Deputy Head, Insurance Supervision Division, CIMA
Ilene Kohlun, Senior Partner, KPMG
Stephan Muecke, Chief Executive Officer, American Reinsurance Company
Jeremy Trader, Co-Head and Chief Actuary, Knighthead
11:30am – 12:15pm
Private Assets in the Insurance Ecosystem | Sponsored by Clearwater Analytics
Private assets are playing an increasing role in insurance and reinsurance balance sheets. This session examines private credit strategies and structures and how insurers deploy private assets within portfolios.
Moderated by Jennifer Quisenberry, Chief Investment Officer, New England Asset Management (NEAM)
Panelists:
Benjamin Alter, Managing Director, EY
Jeff Day, Managing Director – Private Credit, Morgan Stanley
Rajesh Krishnan, Partner and CIO, Ares Insurance Solutions
Lindsay Trapp, Partner, Kirkland & Ellis
12:15pm – 2:00pm
Lunch | Sponsored by Strategic Risk Solutions
2:00pm – 2:40pm
Geopolitics and the Changing World Order
Geopolitical and macroeconomic forces are reshaping global capital flows, asset allocations, risk markets and regulatory dynamics. This session examines the implications for international reinsurance, how leaders are navigating heightened uncertainty and volatility, and what the evolving world order may mean in the years ahead.
Moderated by Dara Keogh, Managing Partner, Grant Thornton
Panelists:
Kevin Kajiwara, Co-President, Political Risk Advisory, Teneo
Michael Reid, Director, Head of US Economics, RBC
2:40pm – 3:20pm
Building Climate Resilience: Evaluating Public-Private Programs Through a Regulatory Lens
Climate risk and catastrophe exposure continue to reshape insurance markets globally. This session examines the resilience challenges facing insurers and reinsurers, the respective roles of industry and government in strengthening preparedness, regulatory perspectives on climate risk and data, and lessons learned — including opportunities for cross-jurisdiction collaboration.
Moderated by Tom Sullivan, Owner, Sullivan Strategy and Advisory Services, LLC
Panelists:
Mark Fowler, Commissioner of Insurance, State of Alabama
Michael C. Gayle, Chief Executive Officer, CINICO
Lisa-Ann Hurlston-McKenzie, Senior Policy Advisor for Climate Resiliency, Ministry of Health, Environment & Sustainability
3:20pm – 3:50pm
3:50pm – 4:30pm
AI in Action: Adoption and Impact in (Re)Insurance
A practical discussion on how Innovation and the use of AI are reshaping the reinsurance landscape across both Life and P&C markets. This session examines the macro trends driving adoption, the practical challenges companies face in implementation, and the solutions emerging in response.
Moderated by Brian O’Reilly, Head of Innovation, Greenlight Re
Panelists:
Hanni Ali, Chief Executive Officer, Radix ILS
Jesvir Harkoo, Partner- Risk Modeling Services, PwC LLP
Christina Lucas, Global Market Leader – Insurance, Google
Susan Patschak, Global Head, P&C Insurance, Oliver Wyman
4:30pm – 5:00pm
A Conversation with Mrs. Cindy Scotland, OBE, CEO, Cayman Islands Monetary Authority
A featured conversation addressing supervisory priorities, regulatory engagement and the continued development of Cayman’s reinsurance framework within the global regulatory environment.
Moderated by Derek Stenson, Partner, Conyers
5:00pm – 5:10pm
5:10pm – 7:00pm
Day 2 – Friday, April 17
Location: Royal Ballroom, The Ritz-Carlton, Grand Cayman
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