Stewart Squared
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

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Episode #31: Satya’s Quiet Coup: How Microsoft Got Its Groove Back

Episode #31: Satya’s Quiet Coup: How Microsoft Got Its Groove Back

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they unpack the rise of Satya Nadella and how his leadership reshaped Microsoft’s culture, capital strategy, and role i...

3 Apr 202551min

Episode #30: From InfoWorld to x.com: The Patterns That Repeat

Episode #30: From InfoWorld to x.com: The Patterns That Repeat

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, the conversation winds through a rich mix of personal history, editorial philosophy, and the evolution of tech—from get...

27 Mars 202553min

Episode #29: Bridging the Physical and Digital: Investing in the Next Big Shift

Episode #29: Bridging the Physical and Digital: Investing in the Next Big Shift

Welcome to Stewart Squared podcast with the two Stewart Alsops, featuring special guest Jim Ward. In this episode, Jim shares insights on the "third convergence" and the "reality disturbance," explori...

20 Mars 20251h

Episode #28: How to do world building?

Episode #28: How to do world building?

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they explore the evolution of technology from the rise of the PC, internet, and mobile phone to the current state of AI...

13 Mars 202557min

Episode #27: From Napster to OpenAI: The Relentless Disruption of Everything

Episode #27: From Napster to OpenAI: The Relentless Disruption of Everything

Welcome to the Stewart Squared podcast with the two Stewart Alsops. In this episode, we explore the concept of "convergences" in technology, focusing on the rise of personal computing, the internet, a...

7 Mars 202540min

Episode #26: Steve Case on the Internet’s Wild Ride and What’s Next

Episode #26: Steve Case on the Internet’s Wild Ride and What’s Next

Welcome to Stewart Squared podcast with the two Stewart Alsops. Today’s guest is Steve Case, former CEO of AOL and the founder of Revolution. In this episode, we cover his journey from early internet ...

27 Feb 202557min

Episode #25: The Third Convergence: When Reality and Digital Collide

Episode #25: The Third Convergence: When Reality and Digital Collide

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, we explore the concept of the Third Convergence, a period from 2025 to 2045 where the digital and physical worlds becom...

13 Feb 202553min

Episode #24: From Ethernet to AGI: Tracing the Threads of Connection

Episode #24: From Ethernet to AGI: Tracing the Threads of Connection

Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, we explore the evolution of networking—from the early days of isolated personal computers to the transformative rise of...

6 Feb 20251h 2min

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