Machine Dreams

Kolawole Samuel Adebayo & Leah Stern

Machine Dreams is a weekly dive into the real world of AI. Hosts Kolawole Samuel Adebayo and Leah Stern talk with the founders, researchers, investors, engineers, and stakeholders shaping the future of intelligent machines. These are unfiltered, human conversations about what’s working in AI, what isn’t, and what might reshape the world next. From databases and infrastructure to agents, regulation, the future of work, and more, Machine Dreams brings clarity to arguably the most important tech story of our time.

  1. 6d ago

    FBI’s Former Lead Kidnapping Negotiator Chris Voss on AI, Negotiation, and the Human Advantage

    Chris Voss spent 24 years with the FBI and became its lead international kidnapping negotiator. Today, he is the bestselling author of Never Split the Difference and founder and CEO of The Black Swan Group. In this episode of Machine Dreams, we sit down with Chris to explore what happens when AI comes to the negotiating table. Can machines learn tactical empathy? Could AI eventually negotiate better than humans? And what advantages do people still have that machines may never be able to replicate? Chris explains why AI could become a powerful negotiation tool, why machines have an advantage when humans are tired or emotional, and why he still believes a human being at their best is unbeatable. We also discuss AI negotiating against AI, what he would teach a machine if he were training it to become a world-class negotiator, and how anyone can start using AI to prepare for real negotiations today.   Here is why you should listen to Chris; Chris Voss is a former FBI lead kidnapping negotiator, bestselling author of Never Split The Difference, and founder and CEO of The Black Swan Group; a negotiation, training, coaching, and consulting organization that teaches people how to achieve better outcomes in high-stakes conversations. Recognized globally as a leading authority on negotiation, Chris developed his approach through decades of experience in crisis negotiation. Today, he and The Black Swan Group apply those principles to business, sales, leadership, difficult conversations, and high-stakes communication through The Black Swan Method® and Tactical Empathy®. Never Split The Difference has introduced millions of readers around the world to Chris's negotiation methodology. Through The Black Swan Group, Chris and his team help people go beyond understanding the concepts in the book and develop negotiation as a practical, repeatable performance skill through training, coaching, practice, and live experiences. The Black Swan Group offers in-person negotiation training, live and self-paced online negotiation training, coaching, keynote speaking, and advanced negotiation experiences for business owners, leaders, sales professionals, and other professionals who want to become more effective dealmakers. Learn from Chris Voss and The Black Swan Group: Negotiation training and resources: https://www.blackswanltd.com/?utm_source=youtube&utm_medium=social&utm_campaign=machinedreamspodcast In-person and live training: https://www.blackswanltd.com/live-events?utm_source=youtube&utm_medium=social&utm_campaign=machinedreamspodcast Online negotiation training: https://www.blackswanltd.com/online-negotiation-classes?utm_source=youtube&utm=social&utm_campaign=machinedreamspodcast

    FBI’s Former Lead Kidnapping Negotiator Chris Voss on AI, Negotiation, and the Human Advantage
  2. May 14

    What Happens When AI Starts Making Decisions Without You?

    AI agents are already deployed across enterprises. They touch company data, hold permissions, and perform actions on behalf of employees. But most organizations have no visibility into what these digital workers are actually doing. This isn't shadow IT where someone installs unauthorized software. This is shadow AI, and it's moving faster than any governance framework was built to handle. Shahar Tal is a veteran of Israel's elite 8200 unit and former senior executive at Checkpoint and Celebrite. In 2024, he co-founded Cyata (https://cyata.ai) with fellow 8200 alumni to solve agentic security. The company raised $8.5 million in seed funding and seven months out of stealth got acquired by Checkpoint Software Technologies. Shahar and his researchers have been mapping vulnerabilities in major agentic frameworks that most organizations don't know exist yet. They'll disclose findings at Black Hat this August. We discuss why AI agents represent the biggest enterprise shift since the cloud, what agentic identity actually means, and why demand is outrunning governance. Shahar explains how prompt injection enables real exploits at scale, why security teams need to stop being the brake pedal and start enabling safe AI use, and what CISOs should ask internally before agents run blind. If you're building AI systems, running enterprise security, or trying to understand where the real risk lies, this conversation matters.

    What Happens When AI Starts Making Decisions Without You?

About

Machine Dreams is a weekly dive into the real world of AI. Hosts Kolawole Samuel Adebayo and Leah Stern talk with the founders, researchers, investors, engineers, and stakeholders shaping the future of intelligent machines. These are unfiltered, human conversations about what’s working in AI, what isn’t, and what might reshape the world next. From databases and infrastructure to agents, regulation, the future of work, and more, Machine Dreams brings clarity to arguably the most important tech story of our time.