Cxotalk: Leadership, Innovation, Disruption

Tim Crawford and Isaac Sacolick, both former Chief Information Officers and world-class CIO advisors, join Michael Krigsman on CXOTalk episode 909 to break down why enterprise AI strategies are failing, what separates transformational CIOs from those who are drowning, and why earning your seat at the table matters more than ever in 2026.You'll discover:✅ Why Tim says both AI strategy AND IT execution are failing, and what CIOs are focused on instead of outcomes✅ The "three-legged race" framework: how CIO behavior, IT culture, and external perception must align for strategic credibility✅ Why most CIOs have only a "layperson's understanding" of their own business, and how that kills AI value✅ Tim's two swim lanes of AI success: invisible integration or robust training (there is no middle ground)✅ Why Isaac says AI is "reshaping" business but not yet "transforming" it, and the product management shift that changes everything✅ How to evaluate agentic AI: the human-in-the-loop vs. human-out-of-the-loop decision fr