Stewart Squared
By Stewart Alsop II, Stewart Alsop III
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Category: Technology
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Episodes: 93
Description
Stewart Alsop III reviews a broad range of topics with his father Stewart Alsop II, who started his career in the personal computer industry and is still actively involved in investing in startup technology companies. Stewart Alsop III is fascinated by what his father was doing as SAIII was growing up in the Golden Age of Silicon Valley. Topics include:
- How the personal computing revolution led to the internet, which led to the mobile revolution
- Now we are covering the future of the internet and computing
- How AI ties the personal computer, the smartphone and the internet together
| Episode | Date |
|---|---|
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Episode #93: Too Big to Question: SpaceX, Wall Street, and the End of Accountability
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Jun 11, 2026 |
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Episode #92: The $1.75 Trillion Bet: What WeWork Taught Us About the SpaceX IPO
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Jun 04, 2026 |
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Episode #91: The $1.5 Trillion Question: Why SpaceX's IPO Math Doesn't Add Up
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May 28, 2026 |
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Episode #90: Nobody Knows What Software Is Worth Anymore
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May 21, 2026 |
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Episode #89: Vibe Engineer Meets Venture Capitalist: A Father-Son Dispute About the Future
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May 14, 2026 |
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Episode #88: Conspiracy Factist vs. Practical Capitalist: The Alsop Debate
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May 07, 2026 |
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Episode #87: Tighter Than Microsoft, Smarter Than Apple: Anthropic's Blueprint to Own the AI Stack
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Apr 30, 2026 |
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Episode #86: The Orchestration Layer: One Indie Builder's War Against Platform Lock-In
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Apr 23, 2026 |
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Episode #85: The Conspiracy Theory That Isn't: When Silicon Valley Quietly Changes the Deal
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Apr 16, 2026 |
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Episode #84: From World Models to Robot Orchestras: Inside the New Stack of Real-Time Intelligence
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Apr 09, 2026 |
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Episode #83: The Focus Layer: Why Anthropic, NVIDIA, and Cloudflare Are Winning the Same War
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Apr 02, 2026 |
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Episode #82: What Happens When You Stop Trusting Platforms and Start Building Your Own
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Mar 26, 2026 |
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Episode #81: Indoor, Outdoor, In Between: The Real Future of Human Experience
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Mar 19, 2026 |
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Episode #80: The Unreal Engine of Everything: Betting on the Next Shift in Entertainment
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Mar 12, 2026 |
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Episode #79: Inside the Collision: Where AI, Hollywood, and the US Government Are All Breaking at Once
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Mar 05, 2026 |
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Episode #78: The Vibe Coding Takeover: How Bot Swarms Are Turning SaaS Into an Endangered Species
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Feb 26, 2026 |
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Episode #77: The Napster Effect: Why the Old Guard Always Loses
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Feb 19, 2026 |
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Episode #76: Dear Hollywood, Give Up: Lessons from Napster, Netflix, and the Inevitable
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Feb 12, 2026 |
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Episode #75: The Real-Time Problem: Why LLMs Hit a Wall and World Models Won't
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Feb 05, 2026 |
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Episode #74: From Cold War to AI War: Navigating Power, Surveillance, and the Future of Democracy
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Jan 29, 2026 |
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Episode #73: The Network Effect: How We Went from Manual Data Transfer to Global Information Warfare
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Jan 22, 2026 |
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Episode #72: From Yahoo's Directory to Apple's Neural Chips: The Evolution of Structured Knowledge
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Jan 15, 2026 |
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Episode #71: The AI Momentum Trap: When Venture Models Replace Business Models
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Jan 08, 2026 |
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Episode #70: From Twitter to Threads: Escaping the Training Data Mines of Late Capitalism
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Jan 01, 2026 |
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Episode #69: From Floppy Disks to Claude Code: Riding the AI Dragon
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Dec 25, 2025 |
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Episode #68: Hot Tubs, Suits, and Silicon Souls: When Counterculture Built Computers
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Dec 18, 2025 |
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Episode #67: The Early Indicators: Will Google or OpenAI Dominate the Next Decade of AI?
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Dec 11, 2025 |
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Episode #66: The Randomness Engine: Why Silicon Valley Can't Be Cloned (And Why That Matters for AI)
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Dec 04, 2025 |
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Episode #65: From Strawberries to Silicon Valley: The Origin Story of Atari’s Mindset
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Nov 27, 2025 |
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Episode #64: The Last Mile of Intelligence: Real-Time Systems and Hardware Leap
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Nov 20, 2025 |
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Episode #63: From Mosaic to Gemini: The Evolution of How We Connect
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Nov 13, 2025 |
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Episode #62: From Cloudflare to Chaos: Mapping the Fault Lines of the AI Economy
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Nov 06, 2025 |
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Episode #61: Powering the Machine: Altman, Milei, and the Energy Behind AI’s Future
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Oct 30, 2025 |
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Episode #60: Manufacturing Intelligence: A Conversation on Apple, TSMC, and China’s Playbook
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Oct 23, 2025 |
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Episode #59: When Information Became the New Empire
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Oct 16, 2025 |
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Episode #58: Inventing Wonder: A Conversation with the Bushnells
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Oct 09, 2025 |
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Episode #57: Silicon, Sovereignty, and Speculation: The Stakes of AI’s Next Phase
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Oct 02, 2025 |
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Episode #56: The Internet’s Business Model Is Cracking..What Comes Next?
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Sep 25, 2025 |
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Episode #55: From Justin.tv to Claude Hacks: Lessons in Tech, Money, and Security
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Sep 18, 2025 |
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Episode #54: Preference Stacks, Power Games, and the Future of War
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Sep 11, 2025 |
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Episode #53: Cycles of Scaling: How AI and Politics Break Systems
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Sep 04, 2025 |
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Episode #52: The Illusion of Choice in Big Tech
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Aug 28, 2025 |
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Episode #51: Ray-Bans, Apple Stock, and the Long Game of Power and Timing
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Aug 21, 2025 |
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Episode #50: Star Hubs, Server Farms, and the Strange New Geography of AI
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Aug 14, 2025 |
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Episode #49: The Next Internet Is Immersive Experience
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Aug 07, 2025 |
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Episode #48: The Slow Death of Social Media (And What Comes Next)
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Jul 31, 2025 |
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Episode #47: The Cost of Knowing Everything
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Jul 24, 2025 |
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Episode #46: Bubble Logic: Why AGI and Drones Feel Inevitable
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Jul 17, 2025 |
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Episode #45: Natural Language as the New Operating System
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Jul 10, 2025 |
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Episode #44: Consultants Preach, AI Learns, and CEOs Fall Behind
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Jul 03, 2025 |
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Episode #43: Meme Coins and Moon Mines: Surveillance in the Age of Trump and Musk
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Jun 26, 2025 |
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Episode #42: The Myth of Openness in a Dualistic Valley
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Jun 19, 2025 |
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Episode #41: Homebrew Aftershocks: Echoes from the Pre-Platform Era
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Jun 12, 2025 |
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Episode #40: Probabilistic Machines: Living with the Illusion of Control
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Jun 05, 2025 |
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Episode #39: Trust Issues: From Meme Coins to Mainframes
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May 29, 2025 |
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Episode #38: From IBM to AI: How Business Lost Its Mind and Found the Algorithm
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May 22, 2025 |
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Episode #37: Elegance vs. Exquisite: Rethinking Systems Old and New
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May 15, 2025 |
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Episode #36: Tiny Computers, Massive Shifts: The iPhone’s Quiet Coup
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May 08, 2025 |
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Episode #35: From the Great Society to the Great Fragmentation
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May 01, 2025 |
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Episode #34: From Magellan to the Machine: Bill Gross on the Search for Meaning
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Apr 24, 2025 |
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Episode #33: From Mainframes to Minds: Rethinking the Architecture of Intelligence
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Apr 18, 2025 |
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Episode #32: Startups, Deadlines, and Drift: The Venture Logic Behind Modern Newsrooms
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Apr 10, 2025 |
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Episode #31: Satya’s Quiet Coup: How Microsoft Got Its Groove Back
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Apr 03, 2025 |
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Episode #30: From InfoWorld to x.com: The Patterns That Repeat
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Mar 27, 2025 |
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Episode #29: Bridging the Physical and Digital: Investing in the Next Big Shift
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Mar 20, 2025 |
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Episode #28: How to do world building?
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Mar 13, 2025 |
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Episode #27: From Napster to OpenAI: The Relentless Disruption of Everything
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Mar 07, 2025 |
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Episode #26: Steve Case on the Internet’s Wild Ride and What’s Next
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Feb 27, 2025 |
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Episode #25: The Third Convergence: When Reality and Digital Collide
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Feb 13, 2025 |
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Episode #24: From Ethernet to AGI: Tracing the Threads of Connection
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Feb 06, 2025 |
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Episode #23: Big Tech, Big Government, and the Coming War Over Power
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Jan 31, 2025 |
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Episode #22: Seeing the World Differently: Psychedelics, Media, and Modern Humanism
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Jan 23, 2025 |
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Episode #21: History on Repeat: Lessons from Electricity to AI
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Jan 16, 2025 |
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Episode #20: Old Giants vs. New Titans: SpaceX, Legacy Contractors, and the Cost of Progress
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Jan 09, 2025 |
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Episode #19: The DNA of Insight: Generational Lessons in Innovation and Communication
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Dec 05, 2024 |
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Episode #18: Why Innovation Needs Leadership: Stories from Silicon Valley and Beyond
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Nov 28, 2024 |
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Episode #17: From California to Buenos Aires: Gaming Bureaucracies in the Digital Age
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Nov 25, 2024 |
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Episode #16: From TiVo to TikTok: TV Tech That Changed How We See the World
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Nov 14, 2024 |
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Episode #15: Why Gen Z Thinks Differently: Growing Up in a World That Never Logs Off
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Nov 07, 2024 |
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Episode #14: How We Got Here: A Journey Through Tech’s Defining Waves
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Oct 31, 2024 |
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Episode #13: AI Hype vs. Reality: Cutting Through the Noise
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Oct 24, 2024 |
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Episode #12: The New Rules of Tech: From 90s Antitrust to Today’s AI Dilemma
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Oct 17, 2024 |
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Episode #11: The Internet’s Genesis: How the 1990s Opened the Floodgates of Innovation
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Oct 10, 2024 |
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Episode #10: Forty Years Later: Are We Finally There with AI?
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Oct 03, 2024 |
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Episode #9: The AI Whisperer: A New Era of Prompt-Based Programming
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Sep 26, 2024 |
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Episode #8: The Rise of Personal Computing and the Fall of Trust
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Sep 19, 2024 |
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Episode #7: Satellites, Warfare, and the End of Terrestrial Tech
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Sep 12, 2024 |
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Episode #6: Evernet Dreams: The Intersection of Satellite Tech, Battery Innovation, and Constant Connectivity
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Sep 05, 2024 |
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Episode #5: Silicon Valley's Dark Horse: Oracle’s Past, Present, and Future
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Aug 29, 2024 |
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Episode #4: Building Giants and Guarding Integrity: Lessons from the Tech Trenches
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Aug 22, 2024 |
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Episode #3: San Francisco: The Empire at Its Peak or on the Brink?
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Aug 15, 2024 |
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Episode #2: The Evolution of Computing: a Generational Conversation
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Aug 08, 2024 |
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Conferences: Why do people start them?
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Jul 13, 2024 |