October 29, 2026 | Hartford Marriott Downtown, Hartford, CT
Rewriting Risk in an Era of Uncertainty
2026 Agenda
Doors Open
12:30 p.m.
Opening
Remarks
1:00 p.m.
Conor Geary, Emcee
Susan Winkler, Connecticut Insurance and Financial Services
Commissioner Joshua D. Hershman, Connecticut Insurance Department
Lieutenant Governor Susan Bysiewicz, State of Connecticut
Prem Sagar Sundaram, Cognizant
Panel One
AI in Insurance: Risk vs. Reward
As artificial intelligence reshapes the insurance industry, how can innovation advance while maintaining trust and accountability? This panel explores the balance between innovation and regulation, including cybersecurity, privacy, data protection, and emerging technology risks alongside transparency and the evolving regulatory landscape. Panelists will discuss how AI can strengthen underwriting, cyber resilience, and climate mitigation, and whether growing consumer use of AI shifts the risk landscape. This discussion also examines the ethical implications of AI and its impact on consumers, community, and the environment.
1:20 p.m.
PANELISTS
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Beth Dwyer
SUPERINTENDENT OF INSURANCE
Rhode Island Department of Business Regulation -
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Timothy "Tim" J. Zeilman
GLOBAL HEAD OF PROPERTY OWNERSHIP
HSB -
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Jennifer "Jen" Crutchfield
GENERAL COUNSEL AND HEAD OF GOVERNMENT AFFAIRS
Clearcover and Dearborn Labs -
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MODERATOR: Craig Weber
HEAD OF INSURANCE STRATEGY
Cognizant
Panel Two
Affordability and Availability: Building Trust in a Changing Risk Landscape
As climate risks rise, strengthening resilience is key to keeping insurance both accessible and affordable for businesses and municipalities. This session explores mitigation strategies, incentives that encourage resilient construction, and Connecticut’s partnership with First Street to expand public access to climate risk data. Panelists will discuss how better information, stronger building practices, and public-private collaboration can help reduce losses, support insurance availability, and build long-term consumer trust.
2:30 p.m.
PANELISTS
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David "D.J." Bettencourt
COMMISSIONER
New Hampshire Insurance Department -
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Kim Bishop
ECONOMIC DEVELOPMENT COORDINATOR
CRCOG -
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Brian Zachry, Ph.D
SENIOR DIRECTOR, CATASTROPHE RISK MANAGEMENT
Travelers -
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MODERATOR: Francis Bouchard
MANAGING DIRECTOR, CLIMATE RISK & RESILIENCE
Marsh McLennan
Break
3:05 p.m.
Panel Three
Healthy, Wealthy, and Wise: Adapting to Evolving Consumer Needs
Climate, public health, environmental, and financial trends are reshaping how risk is understood and managed, with prevention playing a growing role in long-term affordability and product development. As people live longer, how can insurers and regulators support healthier outcomes, financial well-being, and more secure life and retirement planning while keeping coverage accessible and affordable? This panel will take a closer look at the role of wellness programs, data, innovative products and cross-sector collaboration in meeting the changing needs of today's consumers.
3:15 p.m.
PANELISTS
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Tisa Rabun-Marshall
HEAD OF MARKETING
Nassau Financial Group -
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Michael T. Caljouw
COMMISSIONER
Massachusetts Division of Insurance -
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Mark Meador
PRESIDENT
ConnectiCare -
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MODERATOR: Susan Winkler
EXECUTIVE DIRECTOR AND VICE PRESIDENT
Connecticut Insurance and Financial Services (CT IFS) and MetroHartford Alliance
Closing
Remarks
4:00 p.m.
Conor Geary, Emcee
David Griggs, MetroHartford Alliance
Reception
4:15 p.m.
What is Insuring the Future?
Connecticut Insurance & Financial Services (CT IFS) and the Connecticut Insurance Department (CID) are co-hosting the third annual Insuring the Future summit. Insuring the Future convenes insurance executives, regulators, and thought leaders as the industry addresses artificial intelligence, affordability pressures, evolving health trends, and other emerging global challenges reshaping the risk landscape.
Hosted in Hartford, Connecticut, the Insurance Capital of the World, this annual summit provides insider access to forward-looking risk mitigation strategies, responsible innovation, and collaborative regulatory approaches that are defining the future of insurance.
This year’s program expands the conversation around today’s landscape of uncertainty, exploring how the insurance industry is responding to an increasingly interconnected set of challenges, including artificial intelligence, cybersecurity, shifting health trends, market volatility, and evolving consumer expectations.
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