Episode #38: From IBM to AI: How Business Lost Its Mind and Found the Algorithm
Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, they track the transformation of business from the IBM-dominated 1980s to today's AI-driven landscape, exploring how pe...
22 Touko 202541min
Episode #37: Elegance vs. Exquisite: Rethinking Systems Old and New
I, Stewart Alsop, was absolutely thrilled to have my dad, Stewart Alsop II, and our very special guest, Gilman Louie, on this episode of Crazy Wisdom. We journeyed through Gilman's incredible career, ...
15 Touko 202559min
Episode #36: Tiny Computers, Massive Shifts: The iPhone’s Quiet Coup
Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, the conversation ranges across the years that saw Apple shift from a struggling personal computer company to the launch...
8 Touko 20251h
Episode #35: From the Great Society to the Great Fragmentation
Welcome to Stewart Squared podcast with the two Stewart Alsops. Today’s episode moves beyond technology to explore a deeply personal and historical reflection on the Great Society under Lyndon B. John...
1 Touko 202550min
Episode #34: From Magellan to the Machine: Bill Gross on the Search for Meaning
Welcome to Stewart Squared podcast with the two Stewart Alsops. In this wide-ranging conversation, they’re joined by legendary entrepreneur and Idealab founder Bill Gross to trace the arcs of personal...
24 Huhti 20251h 1min
Episode #33: From Mainframes to Minds: Rethinking the Architecture of Intelligence
Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, the conversation starts with a personal quest into vector databases and linked data, but opens into a sweeping narrativ...
18 Huhti 20251h 2min
Episode #32: Startups, Deadlines, and Drift: The Venture Logic Behind Modern Newsrooms
Welcome to Stewart Squared podcast with the two Stewart Alsops. In this episode, the conversation weaves through the evolution of media, venture capital’s long shadow over technology, and how editoria...
10 Huhti 202552min
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 Huhti 202551min
