Matt Myers
Senior Vice President
Erie Insurance
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.
Tuesday, October 27 |
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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* *This session will not be available on demand. |
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Wednesday, October 28 |
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9:00 - 9:35 am
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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. |

Mike Rosenbaum
Chief Executive Officer
Guidewire

Randy Termeer
P&C President
USAA

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

Shane Mannion
Interim CIO
Gore Mutual

Natalie Simms
Vice President, Operations & Modernization
TD Insurance

Viyat Bhalodia
Member of Technical Staff
OpenAI

David Epstein
NY Times Best-selling Author and AI Journalist