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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
  • Aug 31, 2026

    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 the right time for an update.…

  • Oct 20, 2025
    Scaling Systems and Teams

    Building Teams Like Systems: Lessons in Scalability from Software Architecture

    How designing fault-tolerant systems can teach us to build resilient organizations. In software, scalability is not about getting bigger; it is about…

  • Oct 13, 2025
    Leadership & Culture in Engineering

    Clarity Is the Ultimate Engineering Tool

    How reducing ambiguity accelerates delivery, improves morale, and prevents burnout. Startups thrive on speed. But speed without clarity is chaos disguised as…

  • May 8, 2025
    Scaling MVPs and Architectures

    How to Choose Between Serverless and Containerized Architectures for Startups

    As startups scale from a proof of concept to an MVP and beyond, making the right architectural decisions is critical. One of…

  • May 5, 2025
    Scaling MVPs and Architectures

    Microservices vs Monolith: What’s Right for Your Startup?

    When startups transition from a proof of concept to delivering an MVP and beyond, one of the most critical decisions they face…

  • May 1, 2025
    Product and Customer Feedback

    When to Ignore Customer Feedback: Staying True to Your Product Vision

    Customer feedback is a critical resource for startups. It helps you refine your product, validate your assumptions, and uncover opportunities. But while…

  • Apr 28, 2025
    Managing Growth Challenges

    Scaling Without Burnout: Sustainable Work Practices for Startups

    As a startup scales from a proof of concept to an MVP and beyond, the pressure to deliver fast and perform consistently…

  • Apr 24, 2025
    Agile and Process Optimization

    How to Optimize Retrospectives for Continuous Improvement in Small Teams

    Retrospectives are a cornerstone of Agile practices and an essential tool for small teams aiming to continuously improve. However, not all retrospectives…

  • Apr 21, 2025
    Effective Team Building

    Tips for Onboarding New Developers in Small Teams

    Onboarding new developers in a small startup is a unique challenge—especially as you scale beyond the proof of concept phase and into…

  • Apr 17, 2025
    Metrics and Measurement

    Defining Success: How to Set Measurable KPIs for Scaling Startups

    Success in a startup isn’t just about building a great product or securing funding; it’s about achieving measurable progress toward your goals.…

  • Apr 14, 2025
    Agile and Process Optimization

    How to Plan Engineering Sprints with Startups Scaling Their MVP

    For startups scaling their MVP, effective sprint planning is essential to maintain momentum, deliver value, and manage the complexities of growth. The…

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