EP21: The Entry Level Collapse and the Rise of 22nd Century Leadership with Heather Jerrehian

What if by automating entry level work, we are quietly eliminating the future leaders we will need in five years? As AI accelerates productivity across enterprises, I see a silent fracture forming beneath the surface. Entry level roles are disappearing. Internships are evaporating. And Gen Z unemployment and underemployment are rising at rates that far too few leaders are openly discussing. In this urgent and deeply personal conversation, I sat down with Heather Jerrehian, Founder and CEO of H22 AI, to unpack what she calls an existential workforce crisis. From her vantage point in Silicon Valley, she has watched AI reshape workflows, hiring patterns, and corporate incentives in real time. What struck me most was this: the real danger is not automation itself, but redesigning work without redesigning pathways.