Why 95% of AI Projects Fail (And How to Be in the 5% That Succeed) with James Baskin of ZeroStone AI
Tank Talks By Ripple Ventures · 2025-10-16 · 47 min
Episode notes
In this episode of Tank Talks, Matt Cohen is joined by James Baskin, Founder and CEO of ZeroStone AI, to explore how businesses can transition from AI experimentation to real-world impact. James, a three-time founder with multiple successful exits, shares his journey from engineering at the University of Toronto to building and selling telecom ventures alongside Globalive’s Anthony Lacavera. He offers valuable insights into leadership, resilience, and overcoming imposter syndrome. Drawing from over 300 conversations with CEOs and AI leaders, James discusses why many companies are “AI-aware but not AI-ready.” He reveals how ZeroStone helps mid-market firms turn failed pilots into scalable, impactful AI systems. James also highlights the differences between generative and agentic AI, the dual transformation of technology and people, and the importance of fostering a culture of curiosity and continuous learning for long-term success. This episode offers practical advice for founders and executives navigating the AI revolution. A Quick Word from our Sponsor, Fasken At Fasken, our clients don’t wait for the future. They build it.
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