Technology And Cybersecurity Due Diligence Sensemaking

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The Rise of AI-Native Companies

In this post, we examine a new class of organization: the AI-native company. These are companies born in the age of Generative and Agentic AI, which have been designed from inception to leverage powerful new capabilities.
Value Creation in “A Queryable World”

“A Queryable World” creates a new kind of competitive landscape, where the value proposition for your organization shifts from delivering information to delivering a trusted interpretation of your customer’s real-time situational awareness and risk profile.
Science Fiction-based Scenarios: Stealing Worlds and Utilizing Future World Models for Strategic Resilience and Effective Accelerationism

The OODA Network has always placed scenario planning and science fiction at the center of its efforts to structure and focus our collective intelligence and to guard against failures of imagination, groupthink, and cognitive biases.
What Cyber War Looks Like for Nation-States in the 21st Century

In the 21st Century, cyber war rarely announces itself with a declaration or explosions or troop movements. It unfolds quietly, inside networks and across supply chains, and within the data upon which modern societies rely.
Relevance Reboot: The Half-Life of Expertise

Relevance Reboot: The Half-Life of Expertise In my last essay, I wrote about AI’s Galileo moment – how intelligence turned out to be less scarce than we pretended, and relevance now lives in judgment rather than recall. But that philosophical shift raised a practical question for me: why does maintaining relevance feel so much harder…
The Cybersecurity AI Acceleration Story: Early Adoption Gains, Expanding Attack Surfaces, and the Race Between Autonomy and Governance

Between 2021 and 2025, cybersecurity quietly became one of the most consequential early adopters of artificial intelligence—not as a moonshot, but as a survival strategy.
From Model Risk to Action Risk: The Governance Gap That Will Define Enterprise AI Winners

Enterprise AI is in the middle of an architectural transition that most organizations have not named correctly. The shift from single foundation models to tiered, federated, agentic systems is not a capability story instead it is an economics, governance, and operational story. This three-part series distills the key findings from a set of in-depth technical…
The OODA Network on Artificial Intelligence in the Era of Exponential Acceleration

Acceleration is not neutral. It is already happening – and will continue to severely stress legacy institutions. What is the risk exposure, and what are the growing threat surfaces, for your organization? And what is the overall appetite for risk relative to the acceleration of exponential technologies?
Relevance Reboot: AI’s Galileo Moment

Relevance Reboot – AI’s Galileo Moment In my last essay, I wrote about my personal journey with staying relevant. The learning posture, the mirror test, knowing when it’s five to twelve. But underneath those tactical questions is something deeper: what IS relevance when AI is fundamentally changing what we mean by intelligence and value? That’s…
The February 2026 OODA Network Meeting on Living in Beta and Thriving in the Age of Exponentials

At the February 2026 OODA Network Monthly Meeting, we started with a discussion on real-world use of Open Claw. We ended with exponentials. The through line: hands-on agent deployment is already forcing a deeper conversation about how fast institutions must adapt to the acceleration induced by exponential technologies.
From Retrieval to Governance: The Architecture Shifts That Separate Demos from Production AI

Enterprise AI is in the middle of an architectural transition that most organizations have not named correctly. The shift from single foundation models to tiered, federated, agentic systems is not a capability story instead it is an economics, governance, and operational story. This three-part series distills the key findings from a set of in-depth technical…
Golden Dome: Quantum Proofing America’s Shield

If you will be in the DC area 23 April and have an interest in the topics of Golden Dome and post quantum encryption please consider joining us from 3pm till 5pm at the Carahsoft Conference and Collaboration Center for a great session that can inform architecture design for critical national security programs like Golden…
Peace Through Strength in Cyberspace: Understanding the New Cyber Strategy

Peace Through Strength in Cyberspace: Understanding the New Cyber Strategy Cyberspace has long been a domain where the rules of statecraft remain unsettled. For several years, the United States has altered its approach between defense, deterrence, and quiet offensive operations. The recently released Cyber Strategy attempts to clarify that posture, applying a familiar doctrine that…
Relevance Reboot: Staying Relevant Before It’s Too Late

“Every career has a midnight hour. The smart people exit at five to twelve.”– Sanjay Khosla Relevance Reboot is a series of personal essays on technology, work, and staying relevant later in life. Many of us reach a point in our careers where the questions begin to change. These essays are my attempt to think…
The Great Decomposition: Why Energy, Not Intelligence, Is Now the Strategic Constraint

Enterprise AI is in the middle of an architectural transition that most organizations have not named correctly. The shift from single foundation models to tiered, federated, agentic systems is not a capability story instead it is an economics, governance, and operational story. This three-part series distills the key findings from a set of in-depth technical…