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Build Dynamic Products, and Stop the AI Sideshow — Eliza Cabrera (Workday) + Jeremy Silva (Freeplay)
Takeaway
Differentiated AI products integrate AI directly into core product strategy via a crawl-walk-run progression, not via quarantined 'AI features' that fail to solve real customer pain.
Summary
- Argues most enterprise 'AI strategies' run as sidecars to core product strategy, producing bolt-on, non-differentiated AI features
- Anti-patterns: chatbots/summarization built to demonstrate capability not solve user pain; top-down AI mandates instead of bottoms-up discovery
- Crawl-walk-run framework: crawl = embedded AI on existing surfaces (semantic search), walk = new contextual experiences (suggested drafts), run = dynamic interoperable agents that require rethinking UX/architecture
- Uses Workday's financial audit and policy agents as examples; integrating AI risk into product planning and building evals is core capability
productstrategyai-products
Original description
AI across product, GTM, and strategy was a great approach in 2023, but by now, we all already know that AI is disrupting the global landscape and how business gets done. Now is the time to stop chasing your competitors, and letting the technology lead your product strategy. There’s a better way to build that will allow you to differentiate and keep pace. Join AI product managers Eliza Cabrera and Jeremy Silva to learn how to crawl, walk, and run your way towards building dynamic products. About Jeremy Silva A seasoned ML engineer with extensive experience building and deploying language models in the healthcare sector, Jeremy currently serves as Product Lead at Freeplay. At Freeplay, he oversees an enterprise-ready platform that empowers teams to run experiments, create evaluations, monitor production systems, and label data—all within a unified environment. Drawing from hands-on collaboration with Freeplay's enterprise customers, Jeremy brings valuable "in-the-trenches" experience building LLM systems at scale. This direct customer engagement has also positioned him as a trusted advisor, helping organizations shape and refine their AI product roadmaps for maximum impact. Jeremy’s unique perspective spans technical implementation and product development making him well-positioned to share insights on effectively bridging the gap between AI capabilities and real-world product outcomes. About Eliza Cabrera Building and scaling 0-1 products in the enterprise. https://www.linkedin.com/in/itselizacab/ Recorded at the AI Engineer World's Fair in San Francisco. Stay up to date on our upcoming events and content by joining our newsletter here: https://www.ai.engineer/newsletter