Stewart Squared

Episode #59: When Information Became the New Empire


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In this episode, Stewart Alsop III speaks with his father, Stewart Alsop II, about Hong Kong’s transformation since the 1997 handover and what it reveals about power, identity, and control in the information age. Together, they trace the shifting relationship between surveillance and sovereignty, explore how technology and data have become new instruments of hard power, and question what autonomy means in a world increasingly defined by networks and algorithms.

Check out this GPT we trained on the conversation

Timestamps

00:00 The Alsops open with reflections on Hong Kong’s post-handover identity and what sovereignty means in an era of shifting global power.
05:00 They trace how information has become hard power, comparing today’s data empires to Cold War intelligence networks.
10:00 Discussion turns to the surveillance state, censorship, and how both China and the West weaponize transparency.
15:00 Stewart II recalls the Beltway Bandits and RAND Corporation days, linking them to the new tech-industrial complex.
20:00 The two explore AI alliances like OpenAI and Oracle, and the risks of corporate control over digital sovereignty.
25:00 A debate unfolds around decentralization and whether blockchain or open networks can resist central authority.
30:00 They consider how capitalism, governance, and propaganda intertwine in the information economy.
35:00 The episode closes with reflections on autonomy, freedom, and what it means to stay human amid algorithmic rule.

Key Insights

  1. Information has replaced territory as the new frontier of power. The Alsops argue that control over data, algorithms, and narrative now matters more than borders or armies. They frame Hong Kong’s post-handover story as a lens for understanding how information has become both a weapon and a resource, shaping global hierarchies through who owns, processes, and protects it.
  2. Sovereignty is increasingly digital. Where sovereignty once meant control of land and people, it now extends to networks and code. Stewart Alsop II recalls the Cold War’s geopolitical logic, while Stewart Alsop III contrasts it with today’s world where national power depends on cloud infrastructure, encryption standards, and data flows.
  3. Surveillance is a shared language of governance. Both East and West are seen as practicing versions of the surveillance state—China through social control, the U.S. through corporate data collection. The conversation suggests that privacy is not only eroding but being redefined as a privilege rather than a right.
  4. Technology companies have become the new Beltway Bandits. The elder Alsop connects his experience with RAND and Washington contractors to modern tech giants like Oracle and OpenAI. What used to be military-industrial has evolved into a tech-intelligence complex where innovation and influence are deeply entangled.
  5. Decentralization remains an unfulfilled promise. While blockchain and open networks are often hailed as tools of resistance, the Alsops note that true decentralization is rare; power tends to recentralize around those who control computation and capital.
  6. Identity and autonomy are being rewritten by algorithms. The father-son dialogue touches on how social media and AI reshape individual agency, subtly dictating what people see, believe, and desire. Autonomy, once a political ideal, has become a question of code design and data ownership.
  7. Freedom in the information age requires vigilance and balance. The episode ends on a reflective note: maintaining freedom is no longer just about political institutions but about the ethics of technology itself. The Alsops suggest that reclaiming human judgment—amid the noise of automation and surveillance—is the most important act of sovereignty left.
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Stewart SquaredBy Stewart Alsop II, Stewart Alsop III