Stewart Squared
Stewart Alsop II, Stewart Alsop III
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Episode #93: Too Big to Question: SpaceX, Wall Street, and the End of Accountability
In this episode of the Stewart Squared podcast, host Stewart Alsop and guest Stewart Alsop II tackle the explosive SpaceX IPO, conflict of interest in politics and finance, and whether we're heading…
Episode #92: The $1.75 Trillion Bet: What WeWork Taught Us About the SpaceX IPO
On this episode of the Stewart Squared podcast, host Stewart Alsop speaks with his father Stewart Alsop II about the SpaceX IPO and whether such a massive public offering could actually fail. Stewart…
Episode #91: The $1.5 Trillion Question: Why SpaceX's IPO Math Doesn't Add Up
In this episode of the Stewart Squared podcast, host Stewart Alsop and his father Stewart Alsop II dig into the major AI and tech IPOs hitting the market, with SpaceX leading the charge at a…
Episode #90: Nobody Knows What Software Is Worth Anymore
In this episode of the Stewart Squared podcast, host Stewart Alsop II connects from Tangier, Morocco while his son Stewart Alsop III digs deep into the technical challenges of building video…
Episode #89: Vibe Engineer Meets Venture Capitalist: A Father-Son Dispute About the Future
In this episode of Stewart Squared, host Stewart Alsop sits down with his father, Stewart Alsop II, for a wide-ranging conversation that moves from the technical to the historical to the financial.…
Episode #88: Conspiracy Factist vs. Practical Capitalist: The Alsop Debate
In this episode of the Stewart Squared podcast, host Stewart Alsop III and his father Stewart Alsop II tackle the state of Silicon Valley, questioning whether it's been captured by corporate…
Episode #87: Tighter Than Microsoft, Smarter Than Apple: Anthropic's Blueprint to Own the AI Stack
In this episode of the Stewart Squared podcast, host Stewart Alsop is joined by his father, Stewart Alsop II, to talk through a wide range of topics stemming from their shared obsession with AI and…
Episode #86: The Orchestration Layer: One Indie Builder's War Against Platform Lock-In
In this episode of Stewart Squared, host Stewart Alsop sits down with his father, Stewart Alsop II, for a wide-ranging conversation that kicks off with Stewart's frustrations around Anthropic's…
Episode #85: The Conspiracy Theory That Isn't: When Silicon Valley Quietly Changes the Deal
In this episode of Stewart Squared, host Stewart Alsop is joined by his father Stewart Alsop II to cover a wide range of topics sparked by a growing frustration with Anthropic's recent changes to…
Episode #84: From World Models to Robot Orchestras: Inside the New Stack of Real-Time Intelligence
This week on Stewart Squared, Stewart Alsop sits down with his father Stewart Alsop II — veteran tech journalist, former editor of InfoWorld, and longtime Silicon Valley venture capitalist — for a…
Episode #83: The Focus Layer: Why Anthropic, NVIDIA, and Cloudflare Are Winning the Same War
In this episode of Stewart Squared, host Stewart Alsop III and his father Stewart Alsop II cover a wide range of interconnected topics, starting with a sharp critique of OpenAI's lack of strategic…
Episode #82: What Happens When You Stop Trusting Platforms and Start Building Your Own
Stewart Alsop is joined by his guest, Stewart Alsop II, for a wide-ranging conversation about the technology behind modern podcasting and streaming, starting with Riverside’s local recording approach…
Episode #81: Indoor, Outdoor, In Between: The Real Future of Human Experience
In this episode of Stewart Squared, host Stewart Alsop III is joined by his co-host Stewart Alsop II to cover a wide range of topics stemming from Stewart's recent trip to Tucuman, Argentina for a…
Episode #80: The Unreal Engine of Everything: Betting on the Next Shift in Entertainment
In this episode of Stewart Squared, host Stewart Alsop is joined by his longtime co-host and guest Stewart Alsop II to cover a wide range of topics sparked by Stewart's recent fishing trip to Tierra…
Episode #79: Inside the Collision: Where AI, Hollywood, and the US Government Are All Breaking at Once
In this episode of Stewart Squared, host Stewart Alsop III sits down with his father Stewart Alsop II — veteran tech journalist turned venture capitalist, co-founder of Alsop Louie Partners, and…
Episode #78: The Vibe Coding Takeover: How Bot Swarms Are Turning SaaS Into an Endangered Species
In this episode of the Stewart Squared podcast, Stewart Alsop turns the tables on his usual role as host, handing the reins to his father Stewart Alsop II, who puts him in the hot seat for a…
Episode #77: The Napster Effect: Why the Old Guard Always Loses
In this episode of the Stewart Squared podcast, host Stewart Alsop III sits down with his father Stewart Alsop II to explore the evolution of print media and how technology has continuously disrupted…
Episode #76: Dear Hollywood, Give Up: Lessons from Napster, Netflix, and the Inevitable
In this episode of the Stewart Squared podcast, host Stewart Alsop III speaks with his father Stewart Alsop II about the ongoing battle between Hollywood and Silicon Valley, focusing on the Warner…
Episode #75: The Real-Time Problem: Why LLMs Hit a Wall and World Models Won't
In this episode of the Stewart Squared podcast, host Stewart Alsop III sits down with his father Stewart Alsop II to explore the emerging field of world models and their potential to eclipse large…
Episode #74: From Cold War to AI War: Navigating Power, Surveillance, and the Future of Democracy
In this episode of the Stewart Squared podcast, host Stewart Alsop sits down for a wide-ranging conversation that starts with insurance concepts but quickly expands into discussions about…
Frequently Asked Questions
Stewart Squared has published 93 episodes since July 2024, covering topics in Business, Entrepreneurship.
Stewart Squared is currently highly active with new episodes weekly. Average episode length is 52m.
Sign up on Grep.FM to access contact details for Stewart Squared, including email and social media links.
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