In this episode of The AI Forecast, we’re joined by Jack Kennedy, CTO and co-founder of Whippy. From SMS to email to voice, Whippy helps unify fragmented communication channels—boosting efficiency with real-time AI tools.

Jack joins host Paul Muller for a wide-ranging conversation covering the evolution of Whippy from a scrappy consulting operation to a fully productized platform, the surprising advantages of building with niche programming languages, and why speed—not just scale—is a critical differentiator in enterprise AI.

You’ll hear Jack’s reflections on working with large language models before ChatGPT changed the game, how he evaluates AI tooling amid a rapidly evolving ecosystem, and what it takes to separate hype from substance when applying AI to business problems. He also shares pragmatic advice on how leaders can responsibly introduce AI to their teams—by starting small and focusing on useful outcomes.

Stay in touch with Jack:

Jack Kennedy on LinkedIn: https://www.linkedin.com/in/jackbkennedy/
Whippy: https://www.whippy.ai/

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From Concept to Capability: Making AI Actually Useful with Whippy’s Jack Kennedy