PODCAST · business
AI Second
by Rachel Gordon and Geof Gibbins
Most companies are chasing AI hoping it will fix problems they haven't diagnosed. AI Second flips the script: strategy first, technology second.Hosted by Rachel Gordon and Geoff Gibbins, each episode features a three-way conversation with one guest — executives, founders, and thinkers reshaping how businesses actually work with AI. No softball interviews. Expect analysis, debate, and the candid stories behind the headlines.The show explores what it takes to build a Human–AI enterprise: strategy and operating models that go beyond pilots, organizational designs where people and machines thrive together, leadership shifts when intelligence is distributed, and the critical judgment leaders need to spot bias, build trust, and navigate ethics.If your company doesn't know its purpose, vision, or strategy, adding AI won't fix it. First things first.
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What would break in six months? with Cat Valverde
Cat Valverde built Enterprise AI Group to sit at the intersection of vendors trying to sell and enterprises trying to buy. In our first episode, she shares the diagnostic question she asks clients before taking their money, explains why trust matters more than tech specs in C-suite buying decisions, and describes the internal fragmentation that derails AI initiatives before a vendor even enters the room.We discuss:The "cost of inaction" test that reveals whether you have a real problem or just FOMOWhy human judgment becomes more important when technology is harder to evaluateThe push-pull between sales, finance, and compliance that happens before any pilot beginsWhat the McDonald's pulled holiday ad reveals about "we should be doing this" thinkingCat's criteria for ethical AI vendors: power sourcing, employee development, and equityCat Valverde is the founder of Enterprise AI Group. Rachel Gordon is the founder of Triple Agent. Geoff Gibbins is the founder of Human Machines.Recorded at 28th and Park Studio, New York City.
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ABOUT THIS SHOW
Most companies are chasing AI hoping it will fix problems they haven't diagnosed. AI Second flips the script: strategy first, technology second.Hosted by Rachel Gordon and Geoff Gibbins, each episode features a three-way conversation with one guest — executives, founders, and thinkers reshaping how businesses actually work with AI. No softball interviews. Expect analysis, debate, and the candid stories behind the headlines.The show explores what it takes to build a Human–AI enterprise: strategy and operating models that go beyond pilots, organizational designs where people and machines thrive together, leadership shifts when intelligence is distributed, and the critical judgment leaders need to spot bias, build trust, and navigate ethics.If your company doesn't know its purpose, vision, or strategy, adding AI won't fix it. First things first.
HOSTED BY
Rachel Gordon and Geof Gibbins
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