September 21, 2023

CTCIA hosted Connecticut’s premier captive insurance industry event, our Annual Collaborative, on September 21st at UCONN School of Law in Hartford, Connecticut.

Theme: 2023 Collaborative: Captivating the Future
Date: Thursday, September 21, 2023
Time: 1:00pm – 7:00pm
Location: UCONN School of Law, Hartford CT | Starr Reading Room

CTCIA hosted our Annual Collaborative, Connecticut’s premier captive insurance industry event, on September 21st. Guests joined us in the Starr Reading Room at the UCONN School of Law for insight to the trends driving the future of captive insurance, including climate change risk management, ESG (environmental, social and governance) principles, automated intelligence (AI), insurtechs and runoff/legacy solutions. Throughout the day, there were opportunities to network with fellow attendees, and we celebrated Connecticut’s recognition as “Captive Domicile of the Year” in the less than $5 billion in gross written premiums category!


12:30 – 1:00 PM | Registration 

1:00 – 1:30 PM | Featured Remarks

Jared Kosky Fenhua Liu

Jared Kosky, Deputy Commissioner, Connecticut Insurance Department

Fenhua Liu, Assistant Deputy Commissioner of Captive Insurance, Connecticut Insurance Department

Susan Winkler, Vice President & Executive Director, Connecticut Insurance and Financial Services (CT IFS)

1:30 – 2:30 PM | Panel I: An Analysis of AI & Insurtech Applications in Captive Insurance

Automated Intelligence (AI) I is the wave of the future as it equips insurance professionals with powerful predictive intelligence coupled with more efficient use of one’s time and resources. Similar to AI, insurtechs are innovations that improve insurance processes – specifically those related to distribution, processing and predictive analysis. Both AI and insurtechs have been integrated in the insurance business by new players as well as established industry leaders. This session will summarize the roles that AI and insurtech currently play in captive insurance, and explore predictions about their roles in the future.


Elizabeth Foughty Matthew Schmidt

Moderator: Frank Sentner, Principal, Sentwood Consulting

Roberto Sicconi, Co-founder & CTO, dreyev

Elizabeth Foughty, Strategy Consultant & Fractional CSO, reThought Flood

Matthew Schmidt, Senior Associate – Insurance, Ecopia AI

2:30 – 3:00 PM | Coffee Networking Break 

3:00 – 4:00 PM | Panel II: Captive Insurance Solutions for Managing ESG & Climate Risk 

Environmental, social and governance (ESG) principals converged with climate change are having an impact on the captive insurance industry. Organizations are increasingly turning to captive insurance for risk management as they navigate sustainability and make a plan to address climate challenges. This session will unravel the intricate connections between ESG considerations, the pressing challenges of climate change and the strategic utilization of captive insurance to manage associated risks.


  Joe MacDougald Robert Bird John Traynor

Moderator: Leah Berry, Director, Deal Advisory & Strategy – Insurance & ESG Reporting, KPMG

Joseph MacDougald, Professor-in-Residence, UCONN School of Law & Executive Director, Center for Energy and Environmental Law

Jason Ballentine, Director, Climate Risk & Resilience, KPMG

Robert Bird, Professor of Business Law, UCONN School of Law & Chair of Business Ethics, Eversource Energy

John Traynor, President, Cambridge Trust Wealth Management of Connecticut

4:00 – 5:00 PM | Panel III: An Overview of Run-Off & Legacy Solutions & Their Implications

Yesterday’s underwriting is today’s run-off…using innovative risk management for all situations! Run-Off and Legacy Solutions can help reduce and eliminate potential captive liabilities. This session will discuss innovative solutions and the legal, financial and balance sheet implications that come with these types of transactions.


Brian Reardon

Moderator: John West, Senior Vice President, Guy Carpenter

Christopher Becker, Director of Corporate Legal, The RiverStone Group

John Bauer, Vice President and General Counsel/Leader, Corporate Legal and Audit Services, The RiverStone Group

Brian Reardon, Head of Claims, Maiden Holdings Ltd.

5:00 – 7:00 PM | Networking Cocktail Hour & Closing Keynote


Representative Joe Courtney