In this episode of Ignorance and Confidence, Oleg and Mark explore the evolving relationship between humans and AI, arguing that AI should not be treated as a deterministic tool but as an ideation companion that reshapes how we think, create, and work. Drawing on Oleg’s experience in the Wharton Executive CTO Program and his broader leadership framework , they discuss why AI amplifies judgment rather than replaces expertise, how poor prompting reflects poor framing, and why organizations chasing “30% productivity gains” often ignore broken human systems. The conversation covers onboarding, ROI measurement, non-linear benefits, structural workflow problems, and the growing skills gap between those who can collaborate effectively with AI and those who cannot. They close with a reflection on AI’s ambient presence in daily life and the responsibility that comes with wielding such leverage in knowledge work. All opinions expressed in this podcast episode are those of the hosts and do not represent their employers.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit ignoranceandconfidence.substack.com