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Patterns from 25 years of security leadership, offensive operations, and building things that work.

Perspectives Lessons from the Field (CISO) The Field CISO role is still being defined. After nine months in the seat at Praetorian, here's what the role actually is, what the industry gets wrong, and where it should go. 8 min read security-leadership field-ciso ciso vendor-security ai-agents Perspectives The First 90 Days as a CISO: The Framework The practical framework for a CISO's first 90 days: pre-engagement scoping, business-driven assessment, building the narrative, and standing up a program that lasts. 7 min read vciso security-leadership governance ciso first-90-days Perspectives The First 90 Days as a CISO: Philosophy Before Frameworks Most CISO playbooks start with mechanics. The engagements that produce lasting results start with a different question: where is this business going, and what risks does that trajectory create? 6 min read vciso security-leadership governance ciso first-90-days AI & Automation The Systems Thinker's Edge: Why AI Needs Architecture, Not Code Building production AI systems without writing code. A Field CISO's take on why architecture beats syntax. 9 min read ai-strategy systems-thinking ai-engineering security-leadership claude-code