All Episodes
Stewart Squared — 99 episodes
Episode #99: Can Money Buy Meta a Comeback in AI?
Episode #98: What Apple Gets That the Rest of Tech Doesn't: Trust Scales
Episode #97: How AI Is Rewriting the Rules of Computing
Episode #96: From Steve Jobs to AI: The Stories That Never Became Data
Episode #95: Schrodinger's Bubble: Nobody's Keeping Up, And That's Okay
Episode #94: ARM Wrestling: NVIDIA's Quiet Coup Against Intel
Episode #93: Too Big to Question: SpaceX, Wall Street, and the End of Accountability
Episode #92: The $1.75 Trillion Bet: What WeWork Taught Us About the SpaceX IPO
Episode #91: The $1.5 Trillion Question: Why SpaceX's IPO Math Doesn't Add Up
Episode #90: Nobody Knows What Software Is Worth Anymore
Episode #89: Vibe Engineer Meets Venture Capitalist: A Father-Son Dispute About the Future
Episode #88: Conspiracy Factist vs. Practical Capitalist: The Alsop Debate
Episode #87: Tighter Than Microsoft, Smarter Than Apple: Anthropic's Blueprint to Own the AI Stack
Episode #86: The Orchestration Layer: One Indie Builder's War Against Platform Lock-In
Episode #85: The Conspiracy Theory That Isn't: When Silicon Valley Quietly Changes the Deal
Episode #84: From World Models to Robot Orchestras: Inside the New Stack of Real-Time Intelligence
Episode #83: The Focus Layer: Why Anthropic, NVIDIA, and Cloudflare Are Winning the Same War
Episode #82: What Happens When You Stop Trusting Platforms and Start Building Your Own
Episode #81: Indoor, Outdoor, In Between: The Real Future of Human Experience
Episode #80: The Unreal Engine of Everything: Betting on the Next Shift in Entertainment
Episode #79: Inside the Collision: Where AI, Hollywood, and the US Government Are All Breaking at Once
Episode #78: The Vibe Coding Takeover: How Bot Swarms Are Turning SaaS Into an Endangered Species
Episode #77: The Napster Effect: Why the Old Guard Always Loses
Episode #76: Dear Hollywood, Give Up: Lessons from Napster, Netflix, and the Inevitable
Episode #75: The Real-Time Problem: Why LLMs Hit a Wall and World Models Won't
Episode #74: From Cold War to AI War: Navigating Power, Surveillance, and the Future of Democracy
Episode #73: The Network Effect: How We Went from Manual Data Transfer to Global Information Warfare
Episode #72: From Yahoo's Directory to Apple's Neural Chips: The Evolution of Structured Knowledge
Episode #71: The AI Momentum Trap: When Venture Models Replace Business Models
Episode #70: From Twitter to Threads: Escaping the Training Data Mines of Late Capitalism
Episode #69: From Floppy Disks to Claude Code: Riding the AI Dragon
Episode #68: Hot Tubs, Suits, and Silicon Souls: When Counterculture Built Computers
Episode #67: The Early Indicators: Will Google or OpenAI Dominate the Next Decade of AI?
Episode #66: The Randomness Engine: Why Silicon Valley Can't Be Cloned (And Why That Matters for AI)
Episode #65: From Strawberries to Silicon Valley: The Origin Story of Atari’s Mindset
Episode #64: The Last Mile of Intelligence: Real-Time Systems and Hardware Leap
Episode #63: From Mosaic to Gemini: The Evolution of How We Connect
Episode #62: From Cloudflare to Chaos: Mapping the Fault Lines of the AI Economy
Episode #61: Powering the Machine: Altman, Milei, and the Energy Behind AI’s Future
Episode #60: Manufacturing Intelligence: A Conversation on Apple, TSMC, and China’s Playbook
Episode #59: When Information Became the New Empire
Episode #58: Inventing Wonder: A Conversation with the Bushnells
Episode #57: Silicon, Sovereignty, and Speculation: The Stakes of AI’s Next Phase
Episode #56: The Internet’s Business Model Is Cracking..What Comes Next?
Episode #55: From Justin.tv to Claude Hacks: Lessons in Tech, Money, and Security
Episode #54: Preference Stacks, Power Games, and the Future of War
Episode #53: Cycles of Scaling: How AI and Politics Break Systems
Episode #52: The Illusion of Choice in Big Tech
Episode #51: Ray-Bans, Apple Stock, and the Long Game of Power and Timing
Episode #50: Star Hubs, Server Farms, and the Strange New Geography of AI
Episode #49: The Next Internet Is Immersive Experience
Episode #48: The Slow Death of Social Media (And What Comes Next)
Episode #47: The Cost of Knowing Everything
Episode #46: Bubble Logic: Why AGI and Drones Feel Inevitable
Episode #45: Natural Language as the New Operating System
Episode #44: Consultants Preach, AI Learns, and CEOs Fall Behind
Episode #43: Meme Coins and Moon Mines: Surveillance in the Age of Trump and Musk
Episode #42: The Myth of Openness in a Dualistic Valley
Episode #41: Homebrew Aftershocks: Echoes from the Pre-Platform Era
Episode #40: Probabilistic Machines: Living with the Illusion of Control
Episode #39: Trust Issues: From Meme Coins to Mainframes
Episode #38: From IBM to AI: How Business Lost Its Mind and Found the Algorithm
Episode #37: Elegance vs. Exquisite: Rethinking Systems Old and New
Episode #36: Tiny Computers, Massive Shifts: The iPhone’s Quiet Coup
Episode #35: From the Great Society to the Great Fragmentation
Episode #34: From Magellan to the Machine: Bill Gross on the Search for Meaning
Episode #33: From Mainframes to Minds: Rethinking the Architecture of Intelligence
Episode #32: Startups, Deadlines, and Drift: The Venture Logic Behind Modern Newsrooms
Episode #31: Satya’s Quiet Coup: How Microsoft Got Its Groove Back
Episode #30: From InfoWorld to x.com: The Patterns That Repeat
Episode #29: Bridging the Physical and Digital: Investing in the Next Big Shift
Episode #28: How to do world building?
Episode #27: From Napster to OpenAI: The Relentless Disruption of Everything
Episode #26: Steve Case on the Internet’s Wild Ride and What’s Next
Episode #25: The Third Convergence: When Reality and Digital Collide
Episode #24: From Ethernet to AGI: Tracing the Threads of Connection
Episode #23: Big Tech, Big Government, and the Coming War Over Power
Episode #22: Seeing the World Differently: Psychedelics, Media, and Modern Humanism
Episode #21: History on Repeat: Lessons from Electricity to AI
Episode #20: Old Giants vs. New Titans: SpaceX, Legacy Contractors, and the Cost of Progress
Episode #19: The DNA of Insight: Generational Lessons in Innovation and Communication
Episode #18: Why Innovation Needs Leadership: Stories from Silicon Valley and Beyond
Episode #17: From California to Buenos Aires: Gaming Bureaucracies in the Digital Age
Episode #16: From TiVo to TikTok: TV Tech That Changed How We See the World
Episode #15: Why Gen Z Thinks Differently: Growing Up in a World That Never Logs Off
Episode #14: How We Got Here: A Journey Through Tech’s Defining Waves
Episode #13: AI Hype vs. Reality: Cutting Through the Noise
Episode #12: The New Rules of Tech: From 90s Antitrust to Today’s AI Dilemma
Episode #11: The Internet’s Genesis: How the 1990s Opened the Floodgates of Innovation
Episode #10: Forty Years Later: Are We Finally There with AI?
Episode #9: The AI Whisperer: A New Era of Prompt-Based Programming
Episode #8: The Rise of Personal Computing and the Fall of Trust
Episode #7: Satellites, Warfare, and the End of Terrestrial Tech
Episode #6: Evernet Dreams: The Intersection of Satellite Tech, Battery Innovation, and Constant Connectivity
Episode #5: Silicon Valley's Dark Horse: Oracle’s Past, Present, and Future
Episode #4: Building Giants and Guarding Integrity: Lessons from the Tech Trenches
Episode #3: San Francisco: The Empire at Its Peak or on the Brink?
Episode #2: The Evolution of Computing: a Generational Conversation
Conferences: Why do people start them?