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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.…

  • Mar 10, 2025
    Effective Team Building

    Building a Healthy Startup Engineering Culture

    In the chaotic and exhilarating world of startups, scaling from a proof of concept (PoC) to a Minimum Viable Product (MVP) and…

  • Mar 6, 2025
    Metrics and Measurement

    The Hidden Metrics: How to Identify and Reduce Bottlenecks in Your Startup Processes

    In the fast-paced environment of a growing startup, bottlenecks can slow progress, frustrate teams, and drain valuable resources. Identifying and reducing bottlenecks…

  • Mar 3, 2025
    Agile and Process Optimization

    Scrum or Kanban? Choosing the Right Framework for Startups

    In the fast-paced world of startups, scaling from a proof of concept (PoC) to a Minimum Viable Product (MVP) and beyond is…

  • Feb 27, 2025
    Effective Team Building

    How to Identify and Develop Leadership Potential in a Small Startup Team

    Leadership plays a crucial role in the success of any startup. For small teams scaling from a proof of concept (PoC) to…

  • Feb 24, 2025
    Scaling MVPs and Architectures

    Top 5 Tech Stack Choices for Startups Scaling Beyond MVP

    As your startup evolves from a proof of concept to scaling an MVP and beyond, choosing the right tech stack becomes one…

  • Feb 20, 2025
    Metrics and Measurement

    How to Use Lead Time Metrics to Improve Developer Productivity

    Lead time is one of the most powerful metrics for assessing and improving developer productivity in startups. It measures the time it…

  • Feb 17, 2025
    Managing Growth Challenges

    When to Transition from Generalists to Specialists in Your Engineering Team

    Startups are built on the backs of generalists—those versatile team members who can wear multiple hats and tackle diverse challenges. In the…

  • Feb 13, 2025
    Product and Customer Feedback

    How to Build a Feedback Culture Between Product, Engineering, and Customers

    In startups scaling from Proof of Concept (PoC) to a Minimum Viable Product (MVP), fostering a feedback-driven culture is crucial for success.…

  • Feb 10, 2025
    Metrics and Measurement

    Key Engineering Metrics for Startups Scaling Their MVP

    As your startup evolves from a proof of concept (PoC) to an MVP and beyond, measuring the right engineering metrics becomes critical…

  • Feb 6, 2025
    Agile and Process Optimization

    Adapting Agile for Remote-First Startup Teams

    In today’s fast-evolving work environment, remote-first teams have become the norm for many startups. While Agile principles were originally designed for co-located…

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