Contact Me Information Governance The Phone Is Always Recording: Big Law's Ambient AI Problem and the Discipline of Cognition How do we get an entire generation of associates to even notice they are doing something legally consequential? By John F. Holliday • 8 min read SharePoint & M365 AI and the SharePoint Developer: A Field Guide for the Next Two Years Two SharePoint Careers Survive the AI Transition. Here's How to Pick One By John F. Holliday • 6 min read Agentic AI Two Algorithms, Zero Shared Memory When prior authorization meets retrospective denial, the real failure isn't procedural — it's semantic. By John F. Holliday • 11 min read AI-Assisted Engineering The Context Trap: How Claude Code's Session Memory Can Narrow Your Solution Space The longer and more technically dense a coding session becomes, the more the model's attention and generative probability distributions get pulled toward patterns, idioms, and architectural choices already present in that context. By John F. Holliday • 8 min read Agentic AI Semantic Dissonance: The Silent Failure Mode of Multi-Agent AI Systems When agents share a channel but not a contract, coherence collapses without warning — and domain-specific languages may be the only reliable remedy. By John F. Holliday • 11 min read Agentic AI When Your AI Becomes Chief of Staff: A STRIDE Threat Analysis of the Lobster/OpenClaw Personal AI Agent System I constructed a complete data flow diagram with five trust boundaries and ran a systematic STRIDE-per-element analysis. The result: 46 enumerated threats — 11 Critical, 17 High, 14 Medium, and 4 Low. Seven have no mitigation at all. By John F. Holliday • 8 min read
Information Governance The Phone Is Always Recording: Big Law's Ambient AI Problem and the Discipline of Cognition How do we get an entire generation of associates to even notice they are doing something legally consequential? By John F. Holliday • 8 min read
SharePoint & M365 AI and the SharePoint Developer: A Field Guide for the Next Two Years Two SharePoint Careers Survive the AI Transition. Here's How to Pick One By John F. Holliday • 6 min read
Agentic AI Two Algorithms, Zero Shared Memory When prior authorization meets retrospective denial, the real failure isn't procedural — it's semantic. By John F. Holliday • 11 min read
AI-Assisted Engineering The Context Trap: How Claude Code's Session Memory Can Narrow Your Solution Space The longer and more technically dense a coding session becomes, the more the model's attention and generative probability distributions get pulled toward patterns, idioms, and architectural choices already present in that context. By John F. Holliday • 8 min read
Agentic AI Semantic Dissonance: The Silent Failure Mode of Multi-Agent AI Systems When agents share a channel but not a contract, coherence collapses without warning — and domain-specific languages may be the only reliable remedy. By John F. Holliday • 11 min read
Agentic AI When Your AI Becomes Chief of Staff: A STRIDE Threat Analysis of the Lobster/OpenClaw Personal AI Agent System I constructed a complete data flow diagram with five trust boundaries and ran a systematic STRIDE-per-element analysis. The result: 46 enumerated threats — 11 Critical, 17 High, 14 Medium, and 4 Low. Seven have no mitigation at all. By John F. Holliday • 8 min read
