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Leadership, Organizations & Risk
Analysis of leadership, accountability, organizational change, enterprise risk, and institutional resilience, grounded in military communication and organizational leadership experience.


The AI Passive Economy vs. the Gig Economy
The gig economy monetized hours through platforms. The AI passive economy monetizes assets and automation, but may reproduce the same concentration and volatility.
Theoplis Stewart II
6 days ago5 min read


What the Passive Economy Will Look Like in the Coming Years
AI agents are becoming assets, but content saturation, platform dependence, regulation, and ownership will decide who captures the passive economy’s value.
Theoplis Stewart II
6 days ago4 min read


One in Fifty: The Organizational Reality of AI Adoption
Introduction Organizations are adopting AI at a pace that is genuinely remarkable. In 2023, roughly 30% of employees reported using AI in some professional capacity. By 2025, that number had climbed to 76%. This is not incremental change. It is a rapid, widespread shift in how large numbers of people do their work. But here's the number that deserves as much attention: only 1 in 50 AI investments delivers transformational organizational value. Only 1 in 5 delivers any measura
Theoplis Stewart II
Jun 122 min read


When the Algorithm Recommends, Who Is Responsible?
Introduction Leadership has always been about making decisions under uncertainty with incomplete information. That hasn't changed. What's changing is the nature of the support systems around those decisions — and the new accountability questions they create. According to McKinsey's 2026 State of Organizations report, AI has shifted from isolated tools to platforms sitting "at the center of workflows, decisions, and customer journeys." It's no longer optional infrastructure. I
Theoplis Stewart II
Jun 122 min read


Govern Before You Build: A Plain-Language Guide to the NIST AI Risk Management Framework
Introduction The NIST AI Risk Management Framework exists to fix a specific problem: the people who understand AI technology can't always explain the risk, and the people who understand the risk don't always understand the technology. Released in January 2023, the AI RMF is a governance framework — a structured way for organizations to think about, talk about, and act on AI risks. The Four Functions GOVERN is the foundation — structures, policies, roles, and culture. MAP iden
Theoplis Stewart II
Jun 122 min read
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