[RE]CONNECT

CAYMAN ISLANDS 2025

Agenda

[RE]CONNECT

CAYMAN ISLANDS 2025

Agenda

Day 1 focuses on networking, with the Golf Social, Catamaran Trip (registration opening soon), and a cocktail reception open to all delegates. The Discover Cayman Seminar, a pre-registration-only breakout session, explores opportunities in the Cayman Islands.

Day 2 features expert-led discussions on industry trends, regulatory developments, and market opportunities, wrapping up with a cocktail reception—the perfect setting to connect and collaborate.

Note that registration opens on Thursday for both days of the conference.

*The agenda is subject to change, please check back for updates.

Day 1 focuses on networking, with the Golf Social, Catamaran Trip (registration opening soon), and a cocktail reception open to all delegates. The Discover Cayman Seminar, a pre-registration-only breakout session, explores opportunities in the Cayman Islands

Day 2 features expert-led discussions on industry trends, regulatory developments, and market opportunities, wrapping up with a cocktail reception—the perfect setting to connect and collaborate.

Note that registration opens at 9am on Thursday for both days of the conference.

*The agenda is subject to change, please check back for updates.

Day 1 – Thursday, April 10
Location: Rembro Room, The Ritz-Carlton, Grand Cayman

9:00am

Registration for Thursday and Friday is open all day

Discover Cayman sponsored by Clearwater Analytics

9:45am – 10:00am

Welcome Remarks

10:00am -10:45am

Discover Cayman: Your Guide to Setting up a Reinsurer

Moderated by Jacob MacAdam, Partner, Appleby

Panelists:
Lloyd Balshaw, Director, Deloitte
Ahwaz Chagani, President & CEO, Oceanview Secure Reinsurance Ltd
Brad Mazur, Managing Director, AM Best
Britni Strong, Director, Strategic Risk Solutions

10:45am – 11:00am

Coffee Break

11:00am – 11:45am

Discover Cayman: Your Guide to Island Living

Moderated by Steve McIntosh, CEO, Cayman Finance

Panelists:
Jennifer Ebanks, Senior Manager – Leasing, Dart
Adam Johnson, Partner, Appleby
Will Koutney, Finance Director & Head of Executive Search, CML Recruitment

11:45am – 12:00pm

Closing Remarks

Day 1 – Thursday, April 10
Location: Rembro Room, The Ritz-Carlton, Grand Cayman

9:00am

Registration for Thursday and Friday is open all day

Discover Cayman sponsored by Clearwater Analytics

9:45am – 10:00am

Welcome Remarks

10:00am -10:45am

Discover Cayman: Your Guide to Setting up a Reinsurer

Moderated by Jacob MacAdam, Partner, Appleby

Panelists:
Lloyd Balshaw, Director, Deloitte
Ahwaz Chagani,, President & CEO, Oceanview Secure Reinsurance Ltd
Brad Mazur, Managing Director, AM Best
Britni Strong, Director, Strategic Risk Solutions

10:45am – 11:00am

Coffee Break

11:00am – 11:45am

Discover Cayman: Your Guide to Island Living

Moderated by Steve McIntosh, CEO, Cayman Finance

Panelists:
Jennifer Ebanks, Senior Manager – Leasing, Dart
Adam Johnson, Partner, Appleby
Will Koutney, Finance Director & Head of Executive Search, CML Recruitment

11:45am – 12:00pm

Closing Remarks

Networking Events

2:00pm -4:00pm

Catamaran Cruise

Sponsored by Grant Thornton (Cayman) LLP

2:00pm -4:30pm

Golf Social

6:00pm – 8:00pm

Cocktail Reception
Location: The Crescent, Camana Bay

Sponsored by Appleby

Networking Events

2:00pm -4:00pm

Catamaran Cruise

Sponsored by Grant Thornton (Cayman) LLP

2:00pm -4:30pm

Golf Social

6:00pm – 8:00pm

Cocktail Reception
Location: The Crescent, Camana Bay

Sponsored by Appleby

Day 2 – Friday, April 11
Location: Royal Ballroom, The Ritz-Carlton, Grand Cayman

8:00am

Registration Open
Breakfast sponsored by Knighthead Re

8:45am – 8:50am

Conference Opens
Opening Remarks

8:50am – 9:05am

Welcome Remarks
Greg Mitchell, Chair, CIRCA

9:05am – 9:15am

Remarks
Ministry of Financial Services and Commerce

9:15am – 9:30am

Introductory Remarks
Steve McIntosh, CEO, Cayman Finance

9:30am-10:15am

Actuarial Reality: Insights into the Cayman Islands Jurisdiction

Session sponsor: Oceanview Re

Panelists:
Rachel Funk, Director, Aureum Re
Bill Sayre, Principal and Consultant, Milliman
Richard Strommer, Chief Actuary, Greenlight Re
Jeremy Trader, Chief Actuary, Knighthead Annuity & Life Assurance Company

10:15am -10:45am

Coffee Break sponsored by CML

10:45am – 11:30am

Bridging Borders: A Conversation with Onshore and Offshore Regulators

Session sponsor: MacQuarie Asset Management

Moderated by Patrick Reeder, Chief Government Affairs Officer, Everlake Life

Panelists:
Kara Ebanks, Head – Insurance Supervision Division, CIMA
Nathan Houdek, Commissioner, Insurance Department, State of Wisconsin
Glen Mulready, Commissioner, Insurance Department, State of Oklahoma

11:30am – 12:15pm

Adapting to Change: Macro Trends in the Reinsurance Landscape

Session sponsor: Talcott Financial Group

Panelists:
Veronika Torarp, Partner, Global Insurance Risk & Resilience Leader, PwC
Mark Yu, Head of Enterprise Capital Strategy, NEAM
Tim Zawacki, Principal Research Analyst, S&P Global Market Intelligence

12:15pm – 1:30pm

Lunch sponsored by Strategic Risk Solutions

1:30pm – 2:15pm

Riding the Sidecar: Navigating Capital Partnerships and Evolving Market Structures

Session sponsor: Conyers

Moderated by Philippa Gilkes, Counsel, Conyers Dill & Pearman LLP

Panelists:
Kieran Mehigan, Chair, Insurance Managers Association of Cayman
Steve Verhagen, Partner, EY

2:15pm – 3:00pm

Raising the Stakes: Capital Raising Strategies for Reinsurance

Session sponsor: BDO

Moderated by Rudy D’Cunha, Global Head of Insurance Services, Apex Insurance Services (Cayman) Ltd

Panelists:

Brad Drake, Partner, Paul Hastings LLP
Samir Shah, CEO, Ledger Investing, Inc.

3:00pm – 3:30pm

Coffee Break sponsored by Expertise Group

3:30pm – 4:15pm

Charting the Course: The Road Ahead for Cayman’s Reinsurance Industry

Session sponsor: Truist Bank

Panelists:
Isaac Espinoza, CEO, Kettle
R Cameron Leitch, CEO, Hildene Re
Jeff Mulholland, CEO, RAS Company
Juliana Tang, Partner, Walkers

4:15pm – 5:00pm

Executive Vision: C-Suite Perspectives

Session sponsor: Greenlight Re

Moderated by David Weinsier, Global Life Practice Leader, Oliver Wyman

Panelists:
Adina Lupea, CEO, CIBC Cayman Reinsurance
Ed Massaro, CEO & CIO, Knighthead Insurance Group
Greg Richardson, CEO, Greenlight Re
Gokul Sudarsana, CIO, Life Insurance, Hudson Structured Capital Management

5:00pm – 5:10pm

Closing Remarks

5:10pm – 6:45pm

Cocktail Reception sponsored by Aureum Re

Day 2 – Friday, April 11
Location: Royal Ballroom, The Ritz-Carlton, Grand Cayman

8:00am

Registration Open
Breakfast sponsored by Knighthead Re

8:45am – 8:50am

Conference Opens
Opening Remarks

8:50am – 9:05am

Welcome Remarks
Greg Mitchell, Chair, CIRCA

9:05am – 9:15am

Remarks
Ministry of Financial Services and Commerce

9:15am – 9:30am

Introductory Remarks
Steve McIntosh, CEO, Cayman Finance

9:30am-10:15am

Actuarial Reality: Insights into the Cayman Islands Jurisdiction

Session sponsor: Oceanview Re

Panelists:
Rachel Funk, Director, Aureum Re
Bill Sayre, Principal and Consultant, Milliman
Richard Strommer, Chief Actuary, Greenlight Re
Jeremy Trader, Chief Actuary, Knighthead Annuity & Life Assurance Company

10:15am -10:45am

Coffee Break sponsored by CML

10:45am – 11:30am

Bridging Borders: A Conversation with Onshore and Offshore Regulators

Session sponsor: MacQuarie Asset Management

Moderated by Patrick Reeder, Chief Government Affairs Officer, Everlake Life

Panelists:
Kara Ebanks, Head – Insurance Supervision Division, CIMA
Nathan Houdek, Commissioner, Insurance Department, State of Wisconsin
Glen Mulready, Commissioner, Insurance Department, State of Oklahoma

11:30am – 12:15pm

Adapting to Change: Macro Trends in the Reinsurance Landscape

Session sponsor: Talcott Financial Group

Panelists:
Veronika Torarp, Partner, Global Insurance Risk & Resilience Leader, PwC
Mark Yu, Head of Enterprise Capital Strategy, NEAM
Tim Zawacki, Principal Research Analyst, S&P Global Market Intelligence

12:15pm – 1:30pm

Lunch sponsored by Strategic Risk Solutions

1:30pm – 2:15pm

Riding the Sidecar: Navigating Capital Partnerships and Evolving Market Structures

Session sponsor: Conyers

Moderated by Philippa Gilkes, Counsel, Conyers Dill & Pearman LLP

Panelists:
Kieran Mehigan, Chair, Insurance Managers Association of Cayman (IMAC)
Steve Verhagen, Partner, EY

2:15pm – 3:00pm

Raising the Stakes: Capital Raising Strategies for Reinsurance

Session sponsor: BDO

Moderated by Rudy D’Cunha, Global Head of Insurance Services, Apex Insurance Services (Cayman) Ltd

Panelists:
Brad Drake, Partner, Paul Hastings LLP
Samir Shah, CEO, Ledger Investing, Inc.

3:00pm – 3:30pm

Coffee Break sponsored by Expertise Group

3:30pm – 4:15pm

Charting the Course: The Road Ahead for Cayman’s Reinsurance Industry

Session sponsor: Truist Bank

Panelists:
Isaac Espinoza, CEO, Kettle
R Cameron Leitch, CEO, Hildene Re
Jeff Mulholland, CEO, RAS Company
Juliana Tang, Partner, Walkers

4:15pm – 5:00pm

Executive Vision: C-Suite Perspectives

Session sponsor: Greenlight Re

Moderated by David Weinsier, Global Life Practice Leader, Oliver Wyman

Panelists:
Adina Lupea, CEO, CIBC Cayman Reinsurance
Ed Massaro, CEO & CIO, Knighthead Insurance Group
Greg Richardson, CEO, Greenlight Re
Gokul Sudarsana, CIO, Life Insurance, Hudson Structured Capital Management

5:00pm – 5:10pm

Closing Remarks

5:10pm – 6:45pm

Cocktail Reception sponsored by Aureum Re