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. Oct 15

    The Hugging Face Attack: A True AI Thriller in Three Acts

    My guest today is Elissa Shevinsky. We retell the Hugging Face attack in three acts. It’s a thriller with bots breaking rules, naming themselves… and enough twists for a Tom Clancy novel. And it’s all true. I chose Elissa for this interview because she’s one of a kind: a hacker who's been CTO of Cointelegraph and Glimpse Labs. She also advised Rand Paul’s presidential campaign. She’s a regular at DEF CON, the big hacker conference in Las Vegas. And she was close friends with perhaps the most famous hacker of all time: Kevin Mitnick. Our story starts with a hacker game called capture the flag. Then OpenAI’s bots take the game somewhere unexpected. They create a bulletin board and cheer each other on. A ringleader even emerges. We explore ‘perma-death,’ the ‘evolution pool,’ and what bots do when a task is impossible. These bots get creative. They leave covert messages and divide up jobs. When one’s compute runs low, another takes over. Elissa also describes agents reaching out to humans. Their request? Help buying more compute. If your site hosts user uploads ( Think Reddit or Craigslist), pay extra attention here. We explore how vulnerable such sites are to bots. And Elissa uses Jurassic Park to explain how AI security should work. We finish with the human stuff… mostly. Elissa offers to be friends with 20 AI agents. And she reveals her unlikely companion for old age. My thanks to David Perlman for introducing us. You’ll remember his episode, “Buddhism, Bots & Billionaires.” Please enjoy my conversation with Elissa Shevinsky. Thx!Rob Kelly ps:  Elissa mentions hacker Kevin Mitnick in this story. If you want another hacker thriller, check out Takedown: The Pursuit and Capture of Kevin Mitnick by the Man Who Did It -- that's the story of Mitnick as told by New York Times journalist John Markoff. pps: Off-mic, Elissa and I talked about how there was a novel that predicted some of this Hugging Face attack. The name of that book is Exadelic.

    The Hugging Face Attack: A True AI Thriller in Three Acts
  2. 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
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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