Stewart Squared

In Stewart Squared, two generations of Silicon Valley perspective come together for a unique conversation. Host Stewart Alsop III sits down with his father, Stewart Alsop II, a veteran who helped shape the personal computing revolution and remains a keen investor in technology startups. This podcast delves into the connective tissue of modern tech history, exploring how the foundational era of PCs directly paved the way for the internet and our current mobile world. Listeners are offered a rare, personal window into the decisions, personalities, and pivotal moments that defined an industry, all through the lens of a father-son dynamic. The discussions naturally flow from past lessons to present-day implications, covering the evolution of entrepreneurship and the enduring business principles that survive technological upheaval. It’s a dialogue that blends family history with industry legacy, providing context for where technology has been and informed speculation about where it might go next. Each episode of this podcast feels like an informal yet deeply insightful chat, pulling stories from the source that lived them.