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Writing

Notes on engineering leadership, scaling systems, and what actually changes when agents write the code.

  • Agile and Process Optimization
  • AI, Automation & the New Engineering Landscape
  • Effective Team Building
  • Leadership & Culture in Engineering
  • Managing Growth Challenges
  • Mentorship, Growth & Human Skills
  • Metrics and Measurement
  • Product and Customer Feedback
  • Scaling MVPs and Architectures
  • Scaling Systems and Teams
  • Transitioning from Corporate to Entrepreneurial Leadership
  • Oct 6, 2026

    Orchestration Is Becoming a Feature. Governance Isn’t.

    Last week, I wrote about code getting cheaper to generate while the work of verifying it remains. The releases from September 29 through October 1 extend that argument.…

  • Sep 29, 2026
    AI, Automation & the New Engineering Landscape

    Generation Got Cheaper Again. Verification Didn’t.

    An agent can finish a change in minutes and leave it waiting for review for two days. The generation was fast. The…

  • Sep 20, 2026
    AI, Automation & the New Engineering Landscape, Scaling Systems and Teams

    Your Engineering Process Should Outlive Your Model Vendor

    The past couple of weeks have stirred things up among the major players in frontier AI, and a few who would like…

  • Aug 31, 2026
    AI, Automation & the New Engineering Landscape, Product and Customer Feedback, Scaling MVPs and Architectures

    O’Side Systems Product and Business Roadmap Update

    A redesign, a retirement, and what comes next I haven’t posted in a while, but I have been busy. Now seems like…

  • Apr 12, 2026
    AI, Automation & the New Engineering Landscape

    Digital Tools, Analog Soul: Modernizing Your Business Without Selling It Out

    Walk into almost any long-standing business in my local stomping-ground of North County San Diego, or really any tight-knit community, and you…

  • Mar 2, 2026
    Scaling Systems and Teams

    Loose Coupling Is a Survival Strategy

    How abstraction, clear ownership, and designing for change help early-stage teams scale without collapsing under their own weight. Very early in my…

  • Feb 23, 2026
    Mentorship, Growth & Human Skills

    The Mentorship Multiplier: How Teaching Others Clarifies Your Own Thinking

    How mentoring made me a better leader. I did not set out early in my career to become a mentor. Looking back,…

  • Feb 16, 2026
    Scaling Systems and Teams

    The Hidden Cost of Hero Culture in Engineering

    Why high-performing teams need systems, not saviors. Early in my career, I worked with engineers I can only describe as forces of…

  • Feb 9, 2026
    Leadership & Culture in Engineering

    How to Build Culture Across Oceans

    Lessons from Global Engineering Teams Building culture in a colocated team is hard enough. Doing it across continents, time zones, and cultural…

  • Feb 2, 2026
    AI, Automation & the New Engineering Landscape

    Why AI Won’t Replace Engineers, But Will Expose Weak Leadership

    How culture determines whether AI adoption succeeds or fails. My first real exposure to AI tools came around the end of 2024…

  • Jan 26, 2026
    Scaling Systems and Teams

    Rethinking Customer Support Organizations

    Why support teams may be the most underutilized source of quality engineering and software talent. I started my career in tech in…

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