Media and the Machine

Rob Kelly

AI is the biggest technology shift of our lifetime. This show is about how to profit from it together. Each week I talk with the founders and CEOs closest to AI and Content, the ones figuring this out in real time. I’m also building an AI content business myself and share the lessons I learn along the way. WHAT WE COVER The Titans -- How companies like OpenAI, Anthropic, Google, Meta, and xAI are moving, and why their decisions matter. The Incumbents -- How content giants like Disney, News Corp, Universal Music Group, and Reddit are responding to AI, and what it means for creators and publishers. The Playbook -- Real lessons on AI business models, content strategy, creativity, IP licensing, distribution, and getting paid. Family & Our Future -- Every episode ends with me asking my guest what AI means for our jobs, our families, and the next generation. ABOUT YOUR HOST Rob Kelly has interviewed Steve Jobs and Bill Gates, helped pioneer early web content licensing, and built multiple companies with more than $100 million in total sales. His work has appeared on CNBC, CNN, TIME, and Entrepreneur. Thanks! -Rob Kelly

  1. Sep 4

    How Sam Altman Gets Power Without Looking Like He's Grabbing It

    The Optimist: Sam Altman, OpenAI, and the Race to Invent the Future by Keach Hagey is one of the best windows I’ve found into the human being behind OpenAI. Hagey, a Wall Street Journal reporter, conducted more than 250 interviews with Sam’s family, friends, teachers, mentors, co-founders, colleagues, investors and portfolio companies—and spent hours interviewing Sam himself. So who is Sam Altman, and how did he get here? • Why Peter Thiel says we should think of Sam as “more of a messiah figure” • Why Paul Graham compared 19-year-old Sam to Bill Gates—and later called him “the god of fundraising” • How a $15,000 investment in Stripe turned into a stake believed to be worth more than $600 million Then there’s the question of how Sam actually accumulates power. • The 2015 email where Sam pitched Elon Musk on a “Manhattan Project for AI” • The early OpenAI power struggle where Elon wanted the CEO title, majority equity and board control—and Sam convinced Greg Brockman to change his mind about putting Elon in charge • How Sam built enormous power at OpenAI while taking zero equity and no super-voting shares And the book gets much more uncomfortable when it turns to trust. • Why one longtime YC partner described Sam as moral and well-intentioned—but also “conflict avoidant,” a poor communicator, and someone who moves so fast he can break trust • The tensions with Ilya Sutskever and OpenAI’s board that eventually led to Sam’s firing—and extraordinary return just days later Then there’s the future Sam is trying to build. • His favorite sci-fi story about humanity being gradually seduced into merging with technology • His view of Burning Man as a glimpse of what life after AGI could look like • The “shrine to human progress” inside his San Francisco home, from a 1.5-million-year-old hand axe to an OpenAI robot hand • And the belief underneath it all: superintelligence may be only “a few thousand days” away What fascinated me most is the contradiction. Sam's an optimist with a doomsday-prepper streak. He's a man with immense power who owns no equity in OpenAI. And he's a connector who helped assemble OpenAI but repeatedly left some of the people closest to him questioning whether they could trust him. Thx, -Rob Kelly

    How Sam Altman Gets Power Without Looking Like He's Grabbing It
  2. Jul 7

    How AI Finally Made Him a Founder

    My guest today is Noah Levin. After years of suffering from what he calls quote “founder envy,” he finally took the plunge to become a founder. In less than 5 months of using AI, he quit his full-time job and launched his business, Serious People.  He's already worked with 10 clients, and his business is less than a year old He says AI finally gave him the confidence to take the leap. He’s not a programmer. He describes himself as deeply risk averse. And he’s doing it all as a husband and father to a two-year-old. Even more surprising, he says anyone can do it, and he shares the handful of simple steps he took to make it happen. Make sure to listen for these core concepts: • How the math of AI changes everything about starting a new business. • How he used AI as his career coach to get him going. • His $1 Challenge for finding his first customer—and solving the problem of convincing his wife. • The quote “steel thread” milestone he learned at Amazon. • Why you should “dogfood” everything.• And how he used a combination of a Beastie Boys video and a line from Succession to create his brand. Most importantly, you can hear the joy in his voice. Noah is having more fun than at any other point in his career. I wish this for all humans. It’s a feel-good story for AI—and for anyone who finally wants to take the plunge and become a founder. Special thanks to Marty Pesis for introducing Noah to me—you might remember Marty from Episode 17, "This AI Company Has Paid Out 20 mi. dollars to Content Owners" Now please enjoy my conversation with Noah Levin. Thx, Rob Kelly

    How AI Finally Made Him a Founder
4.9
out of 5
10 Ratings

About

AI is the biggest technology shift of our lifetime. This show is about how to profit from it together. Each week I talk with the founders and CEOs closest to AI and Content, the ones figuring this out in real time. I’m also building an AI content business myself and share the lessons I learn along the way. WHAT WE COVER The Titans -- How companies like OpenAI, Anthropic, Google, Meta, and xAI are moving, and why their decisions matter. The Incumbents -- How content giants like Disney, News Corp, Universal Music Group, and Reddit are responding to AI, and what it means for creators and publishers. The Playbook -- Real lessons on AI business models, content strategy, creativity, IP licensing, distribution, and getting paid. Family & Our Future -- Every episode ends with me asking my guest what AI means for our jobs, our families, and the next generation. ABOUT YOUR HOST Rob Kelly has interviewed Steve Jobs and Bill Gates, helped pioneer early web content licensing, and built multiple companies with more than $100 million in total sales. His work has appeared on CNBC, CNN, TIME, and Entrepreneur. Thanks! -Rob Kelly

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