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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.…

  • Apr 10, 2025
    Managing Growth Challenges

    Preparing for Enterprise Customers: Scaling Processes for Larger Deals

    Securing an enterprise customer is a pivotal moment for startups transitioning from MVP to scalable business. These larger deals bring significant revenue,…

  • Apr 7, 2025
    Scaling MVPs and Architectures

    Avoiding Technical Debt When Scaling a Startup

    For startups transitioning from proof of concept to MVP and beyond, speed is often the name of the game. The pressure to…

  • Apr 3, 2025
    Effective Team Building

    Building Psychological Safety in Startup Teams: Why It Matters and How to Do It

    In a fast-paced startup environment, innovation and risk-taking are the lifeblood of success. But these qualities thrive only when your team feels…

  • Apr 1, 2025
    Scaling MVPs and Architectures

    Using AI-Assisted Software Development Tools or Vibe Coding to Build Your Startup

    Startups face unique pressures to quickly deliver software solutions that demonstrate clear value. Agile methods, rapid prototyping, and continuous integration have long…

  • Mar 31, 2025
    Managing Growth Challenges

    How to Build Processes Without Killing Startup Innovation

    Startups thrive on creativity, agility, and the ability to pivot at lightning speed. But as your business scales beyond a proof of…

  • Mar 27, 2025
    Product and Customer Feedback

    How to Prioritize Feedback from Early Adopters Without Losing Focus

    Early adopters are a startup’s most valuable resource—they provide insights, validate ideas, and shape the trajectory of your product. But if you’re…

  • Mar 24, 2025
    Metrics and Measurement

    How to Track and Reduce Cycle Time in Small Software Teams

    In the fast-paced world of startups, delivering value quickly and consistently is key to scaling your Minimum Viable Product (MVP) and staying…

  • Mar 20, 2025
    Managing Growth Challenges

    Managing Technical and Product Debt During High-Growth Phases

    In the early stages of a startup, speed is everything. The ability to deliver a product quickly and capture market share often…

  • Mar 17, 2025
    Product and Customer Feedback

    The Lean MVP: Validating Product-Market Fit Before Scaling

    For startups, moving from a proof of concept (PoC) to a Minimum Viable Product (MVP) is an exciting milestone. But scaling prematurely—without…

  • Mar 13, 2025
    Scaling MVPs and Architectures

    Decoupling Your Monolith: A Step-by-Step Guide to Transitioning to Microservices

    For many startups, the monolithic architecture used to build their proof of concept (PoC) or minimum viable product (MVP) eventually becomes a…

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