Articles

Writing on technology leadership, governance, security, architecture, risk, and the operational realities of shipping real systems.

  • Unencrypted by Default (And Other Dirty Secrets)

    Vercel stored customer environment variables unencrypted unless developers manually toggled a sensitivity flag. When an attacker pivoted through a compromised OAuth token and enumerated those variables, the blast radius wasn't Vercel's data. It was every downstream service those credentials could unlock.

    • security
    • supply chain
    • DevOps
    • risk management
    • enterprise security
    • governance
  • Your Technology Decisions Reflect Your Priorities (And Your Values)

    The org chart, the architecture, the staffing model, the security reporting line, and the audit posture are confessions. They reveal what an organization's leadership actually believes about risk, capability, and competitive advantage, regardless of what the strategic plan says. AI governance and enablement, when you finally get to it, is just the newest and most honest expression of everything that came before.

    • CIO
    • technology strategy
    • AI governance
    • AI enablement
    • fractional leadership
    • security
  • Context Engineering on Your Terms

    Runtime proxies promise to compress your AI context window automatically. A file-based approach trades that convenience for something more valuable: visibility into exactly what your AI sees.

    • AI development
    • Claude Code
    • software development
    • DevOps
    • context engineering
    • AI integrations
  • "Stability Bias" Is The New "Fight Club" in ChatGPT

    When I asked ChatGPT to review a post critical of OpenAI, it applied disproportionate editorial standards that shifted based on which company was being critiqued. It eventually admitted the asymmetry.

    • AI
    • AI limitations
    • enterprise AI
    • risk management
    • LLM bias
    • content creation
  • AI Enablement Is Not AI Governance

    Organizations conflate AI Governance and AI Enablement, treating fundamentally different capabilities as the same job. Governance manages risk through guardrails and approval processes. Enablement builds capability through training, coaching, and change management. You need both, but they require different skills, and conflating them means one will fail.

    • AI governance
    • AI enablement
    • change management
    • shadow AI
    • enterprise AI
    • risk management
  • From Shadow IT to Shadow AI: A Practitioner's Guide to Discovery and Containment

    Shadow AI represents a fundamental shift in how unauthorized technology enters the enterprise. Where shadow IT required deliberate procurement decisions, shadow AI often arrives embedded in existing approved platforms, creating governance challenges that demand new approaches to discovery and containment.

    • Shadow AI
    • AI governance
    • risk management
    • shadow IT
    • compliance
    • enterprise AI
  • The MCP Security Problem

    Recent research exposed over 3,000 MCP servers through a single path traversal vulnerability in centralized infrastructure. Every AI integration creates security debt we have few ways to track, and most organizations are flying blind on what's actually running.

    • MCP
    • security
    • supply chain
    • AI integrations
    • vulnerability research
    • threat intelligence
  • A Blueprint for Rebuilding Your Consulting Practice Around Assessments

    Rebuilding MADE, Inc. for the Age of AI: A blueprint for transforming a dormant consulting practice into an AI-powered assessment platform that demonstrates methodology through action, showing how modern development enables sophisticated consulting platforms.

    • AI development
    • consulting
    • platform engineering
    • Next.js
    • WordPress migration
    • assessment platforms
  • Implementing NIST AI RMF: Managing (Part 4 of 4)

    Operationalizing governance at scale: moving from pilot purgatory to production deployment while maintaining control. Part 4 transforms NIST frameworks into sustainable operations that deliver consistent business value without collapsing under operational complexity.

    • NIST
    • AI governance
    • operational scale
    • AI RMF
    • vendor management
    • enterprise AI
  • Implementing NIST AI RMF: Measuring (Part 3 of 4)

    Beyond trust theater: implementing metrics that actually matter for AI trustworthiness. Part 3 transforms measurement from technical performance dashboards to systematic evaluation of the seven NIST characteristics that determine whether AI systems are safe to deploy.

    • NIST
    • AI measurement
    • trustworthiness metrics
    • AI RMF
    • AI evaluation
    • enterprise AI
  • Implementing NIST AI RMF: Mapping (Part 2 of 4)

    The real AI governance crisis isn't the models you've formally approved, it's the ones you don't know exist. Part 2 tackles the visibility gap that's creating compliance exposure and security risks.

    • NIST
    • AI mapping
    • AI discovery
    • risk management
    • AI RMF
    • enterprise AI
  • Implementing NIST AI RMF: Governing (Part 1 of 4)

    Transforming the NIST AI Risk Management Framework from compliance theater to strategic enablement. Part 1 focuses on governance structures that accelerate AI adoption while managing real risks.

    • NIST
    • AI governance
    • risk management
    • AI RMF
    • compliance
    • enterprise AI
  • The Matrix Approach to Incremental DRP and BCP Review

    A multi-dimensional framework for maintaining disaster recovery and business continuity plans through incremental reviews, addressing the gap between documentation and actual recovery capabilities.

    • disaster recovery
    • business continuity
    • risk management
    • framework
    • matrix approach