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Notes from the field.

Essays on leading technology organizations and putting AI to work, written from the seat that has to run what it recommends.

  1. August 15, 2026 · 4 min read · Leadership · Organization

    The managers were the infrastructure

    Fifteen years in one IT organization taught me the real deliverable was managers who run their functions without me, and what it costs to act late when one can't.
  2. July 24, 2026 · 7 min read · AI · Governance

    Popular AI tools: What about data protection?

    Can we use this tool with this data? I read the terms behind roughly 38 AI tool tiers under DACH data-protection law and built the reference I wanted to exist.
  3. July 22, 2026 · 5 min read · AI · Leadership

    The rollout was the easy part

    I spent this year inside an agentic AI rollout across hundreds of engineers. Every hard part was organizational, from which teams were ready to who explained why.
  4. April 29, 2026 · 7 min read · AI · Strategy

    The UI was the moat

    Salesforce’s Headless 360 makes the API the product. The UI was the moat for most SaaS: what’s left when agents take it off the table?
  5. April 16, 2026 · 12 min read · AI · Leadership

    GenAI in the workplace: What actually works

    Everyone adopted GenAI; few got the returns they expected. The gap is in how organizations deploy and measure it, and whether they let it change anything real.
  6. April 4, 2026 · 13 min read · AI · Strategy

    The AI production gap: Why enterprises stall between strategy and systems

    Most enterprises have an AI strategy. Very few have AI in production. The gap is an engineering and trust problem, and no amount of prompt tuning will close it.
  7. February 5, 2026 · 13 min read · AI · Governance

    A constitution you can run: Building governable agents for real work

    A model constitution shapes how an agent reasons. Defensible decisions need a governance layer that runs; here is what one looks like, tested on funding matching.
  8. July 1, 2025 · 9 min read · AI · Strategy

    Agentic AI and the future of SaaS business models

    How agentic AI (AI that can take autonomous actions to accomplish goals) is fundamentally disrupting traditional SaaS business models.
  9. May 9, 2025 · 4 min read · AI · Leadership

    Show me the code: Why we must reclaim critical thinking in the age of GenAI

    A sticker on my laptop says: nice story, now show me the code. Why demanding substance, from AI output and from ourselves, matters more than ever.
  10. May 1, 2025 · 14 min read · Leadership

    Building Flex.Insight, beating enshittification

    Enshittification comes for workplaces and consulting too. How we designed Flex.Insight to resist the cycle: lean teams, radical transparency, AI-native delivery.
  11. April 30, 2025 · 5 min read · AI · Leadership

    Leading IT into the Frontier Firm era

    Microsoft’s ‘Frontier Firm’ is a useful frame for AI-augmented organizations. What the shift actually asks of IT leaders (from someone who has run the experiments).
  12. April 16, 2025 · 13 min read · Strategy · Operations

    IT stack design in the political landscape of today

    Tech planning, exit scenarios, and risk management were always important. Today’s geopolitical tensions make them critical to IT stack design.
  13. April 14, 2025 · 6 min read · AI · Operations

    The rise of AI teammates in ITSM: Transforming operating models and skills

    AI agents are joining IT service desks as teammates, not tools. What that changes for ITSM operating models, skills, and governance (from a former helpdesk guy).
  14. April 8, 2025 · 2 min read · AI · Leadership

    Building Flex.Insight, a new kind of AI-driven advisory

    Why we founded Flex.Insight, an advisory practice built on the premise that AI advisors should understand the technology they recommend.