Session Title: Beyond Prompts – Engineering Better AI Outcomes Through Context, Presented by Katie Heupel, CNA Insurance, AI Strategy and Governance

Session Synopsis:

A recurring theme in today’s AI discussions is the shift from “prompt engineering” to “context engineering.” The real key to unlocking AI’s potential isn’t crafting the perfect instruction—it’s equipping the AI with rich, relevant context about the problem you’re trying to solve. The more background provided, the more effectively the system can respond. Of course, even with the best inputs, AI can be unpredictable, delivering wildly different results from the same prompt, sometimes brilliant, sometimes baffling. Knowing how and when to iterate, reset, or reframe can make all the difference.

We’ll also explore wild advancements that were unimaginable just a few years ago—like startups that can take a single prompt and automatically generate nine different app prototypes. Users simply choose the best one and keep iterating. This kind of scale and speed is redefining what’s possible.

Topics We’ll Cover:

1. AI in Insurance: Practical, high-value use cases and what’s really happening inside companies today.
2. The Future of Work, Reimagined by AI: From multi-modal tools that can turn a screen recording into a training manual or chatbot-friendly FAQ, to platforms that generate entire applications from a single request—we’ll explore how AI is reshaping how work gets done.

Session Title:  Designing Your IT Organization for a Cloud-Driven Enterprise, Presented by Rich Greenwood, CIO, Altium Packaging

Moving from an on-premises technology model to a cloud-based enterprise platform demands more than a technical shift; it calls for a fundamental redesign of IT’s structure, roles, and capabilities.

In this leadership session, we’ll examine how organizations can build on existing strengths while embracing the changes needed to realize the full potential of platforms like Oracle Fusion and SAP.

Through shared experiences and candid discussion, participants will explore:

• Proven strategies for rethinking organizational design in a cloud context

• How to upskill and align talent for new delivery models

• Lessons learned where traditional approaches to org design, talent, and change management have worked — and where they’ve fallen short

This conversation will equip IT leaders with practical insights to navigate the complexities of cloud transformation and deliver sustainable business value.