February 18th - AI Reality Check: Hard Lessons from Failed Implementations (and How to Avoid Them)

Most organizations invest heavily in artificial intelligence, yet over 95% of AI initiatives fail to deliver meaningful business value. 

 This session reveals what separates the successful 5% from the rest and how your organization can join them.

 In this practical, hype‑free presentation, we discuss real-world AI deployments that worked, as well as those that didn’t, including examples such as OpenAI’s customer service automation advancements and JPMorgan Chase’s document‑review AI platform. You’ll gain a clear understanding of what drives success, what derails promising initiatives, and how to avoid the most common strategic and operational pitfalls.

 Drawing on research from leading institutions such as MIT and McKinsey along with Fortune 500 implementations, this session delivers actionable guidance for leaders ready to move beyond experimentation and achieve true business transformation with AI.

 Ideal for: Executives, product leaders, and decision‑makers navigating AI adoption in 2026.

*Tonight’s SIM event is being Sponsored by Kyvoo!

Richard Wilson  

Richard Wilson | CEO & CTO, Kyvoo

Richard Wilson is a serial entrepreneur and technology leader with 30+ years of experience building, scaling, and transforming organizations across startups and Fortune 500 enterprises. As CEO/CTO of Kyvoo, he leads the strategy behind Kyvoo Assist, the company’s flagship AI platform and the only private dialog manager among 21,000+ solutions in the Microsoft Azure Marketplace.

Richard combines deep technical expertise with a track record of delivering measurable business outcomes. His leadership spans AI development, enterprise transformation, and high‑growth product innovation. He is currently focused on enabling organizations to adopt AI in ways that drive real‑world, quantifiable value from day one.

A strong advocate for secure AI, Richard also volunteers his time educating businesses and communities on emerging technologies and their impact.