Core insurance platforms have become highly capable systems of record. Yet insurance professionals still spend considerable time searching for information, interpreting documents, and navigating complex business processes. This session explores what an AI-first insurance application should look like and how generative AI can fundamentally reshape underwriting and claims operations. Rather than treating AI as a standalone assistant, we will demonstrate how Guidewire and GenerativeX embed AI directly into everyday insurance workflows—providing contextual guidance, accelerating access to knowledge, supporting better decision-making, and improving productivity while maintaining transparency and human oversight. Through real-world insurance case studies, attendees will discover practical approaches to implementing AI-first insurance operations and learn how generative AI can transform insurance workflows while maintaining governance, transparency, and user trust.