On this episode, Charlie, Ted, and Rony are joined by longtime tech entrepreneur Greg Shove, who shares lessons from a career spanning seven startups and multiple pivots—including a missed opportunity to buy Amazon in 1996. Now CEO of Section, Shove has repositioned the company from an online business school to an enterprise AI transformation consultancy. He discusses the shift from pandemic-era digital learning to workforce upskilling for companies deploying large language models. The conversation covers AI’s “cut and create” phases, the moral imperative to retrain displaced workers, and the risk of becoming an AI “passenger” rather than a “driver.” Shove warns of cognitive offloading and the commodification of knowledge work, suggesting that skilled trades may prove more resilient in the age of automation. The hosts reflect on AI’s Orwellian dynamics and the widening education gap in America. 

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