Guidewire

Connections 2026

Connections Livestream and On Demand

Register Now to Experience Insurance with Confidence, Virtually


Can’t make it to Las Vegas? Join us online to experience Connections from anywhere. With Guidewire, AI is designed for insurance and operates with deep industry context so agents can provide answers, recommend actions, generate content, and automate decisions that make sense for P&C. Tune into the livestream to discover how insurance leaders and innovators are accelerating operations and improving business outcomes across the insurance lifecycle with AI and your trusted Guidewire core.

"Guidewire has a history of investing in R&D to continually improve its system, which gives us confidence that as our needs evolve, they will evolve with us."

Matt Myers

Senior Vice President
Erie Insurance

Full Livestream Schedule

Tuesday, October 27
8:30 - 10:00 am
Connections Kickoff Keynote: Agentic Insurance

Join CEO Mike Rosenbaum and team as we share our perspective on agentic insurance across platform, data, claims, and underwriting. Through live demos, see the agents we are bringing to Guidewire applications, how you can build you own agents on Guidewire Cloud Platform, and how AI coding assistants make it faster to write and ship code. You will also hear why agents need deep insurance context, trusted data, and core workflows to deliver results reliably.
10:00 - 10:15 am
Refresh and Stretch

Take a break, grab a beverage, or stretch—this time is yours for a quick recharge!
10:15 - 10:35 am
How USAA Uses Technology to Strengthen Human Connections Across 27 Million Claims

Join Randy Termeer, P&C President at USAA, as he shares how USAA built a faster, more resilient claims experience across 27 million claims by simplifying employee workflows and keeping human connections at the center.
10:35 - 11:05 am

A Conversation with Colin Jost*

Colin Jost, writer and co-anchor of Saturday Night Live's "Weekend Update", takes the stage for a wide-ranging conversation. Join us for stories and insights drawing on his career in comedy, writing, and live television. 

*This session will not be available on demand.

 
Wednesday, October 28
9:00 - 9:35 am
The Next Era of Guidewire Agentic Development: One Assistant Across All Platform Services

Our Day 2 keynote explores how agentic development and Developer Assistants are transforming software creation on the Guidewire Platform. Join Farhan Tahir, VP of Product Management, to learn how these tools fit into your workflow and help teams deliver insurance with confidence.
9:35 - 10:00 am
AI That Finds the Right Answer When It Matters

Join Joseph D'Souza, General Manager of ProNavigator at Guidewire, to explore where ProNavigator is headed next. Afterwards, Shane Mannion of Gore Mutual and Natalie Simms of TD Insurance will share how ProNavigator transformed their teams' daily work and offer advice for insurers getting started.
10:00 - 10:15 am
Refresh and Stretch

Take a break, grab a beverage, or stretch—this time is yours for a quick recharge!
10:15 - 10:35 am
Security in the Age of AI Agents: A Conversation with OpenAI

Guidewire's VP of Engineering, Ben Chang, interviews OpenAI's Viyat Bhalodia on securing AI systems as they move from answering questions to taking action. They will discuss key risks, practical safeguards, and what this means for insurers putting AI into production.
10:35 - 11:15 am
Why Range Matters More Than Ever in the Age of AI*

David Epstein explores how disruption rewards adaptable generalists who can connect ideas and apply critical judgment in complex situations. Learn to leverage your uniquely human skills—creatively, synthesis, and communication—to lead effectively in the age of AI.

*This session will not be available on demand.

Location

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Vestibulum sed tortor in est suscipit bibendum. Vivamus eu mi eu ex tincidunt dapibus. Quisque placerat tincidunt eleifend. Integer volutpat ex ut tellus porttitor, ac interdum leo posuere. Duis nulla ante, lobortis sed erat et, lobortis molestie justo. Interdum et malesuada fames ac ante ipsum primis in faucibus. Lorem ipsum dolor sit amet, consectetur adipiscing elit. Nullam ante turpis, consequat eu nibh eu, feugiat blandit lorem.

Featured Keynotes

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Mike Rosenbaum
Chief Executive Officer
Guidewire

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Randy Termeer
P&C President
USAA

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Colin Jost
Writer and Co-Anchor of Saturday Night Live's "Weekend Update"

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Shane Mannion
Interim CIO
Gore Mutual

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Natalie Simms
Vice President, Operations & Modernization
TD Insurance

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Viyat Bhalodia
Member of Technical Staff
OpenAI

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David Epstein
NY Times Best-selling Author and AI Journalist

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Duis pellentesque purus in magna posuere, aenean lorem tortor, auctor id blandit nec, efficitur in metus. Morbi ut nulla nec risus gravida scelerisque.

Cras sagittis risus vel felis sodales imperdiet.

Vestibulum sed tortor in est suscipit bibendum. Vivamus eu mi eu ex tincidunt dapibus. Quisque placerat tincidunt eleifend. Integer volutpat ex ut tellus porttitor, ac interdum leo posuere. Duis nulla ante, lobortis sed erat et, lobortis molestie justo. Interdum et malesuada fames ac ante ipsum primis in faucibus. Lorem ipsum dolor sit amet, consectetur adipiscing elit. Nullam ante turpis, consequat eu nibh eu, feugiat blandit lorem.