The CTO Playbook

75: The Hidden Systems Behind High-Performing Engineering Teams

Dec 23, 2025
In this discussion, Gerald Chablowski, a lead developer and engineering leader with a unique background in archaeology, highlights the vital role of clear systems and documentation in tech. He argues that teams often struggle due to unspoken rules, which lead to chaos instead of creativity. Gerald emphasizes the importance of human-centered practices and how small pull requests can enhance code quality. He also discusses the balance between firm guidelines and flexibility, advocating for trust-building over micromanagement as key to effective leadership.
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INSIGHT

Tech Serves People, Not The Reverse

  • Gerald emphasizes technology exists to serve people, not the other way around.
  • Organize teams and systems around human needs to make tech genuinely useful.
ADVICE

Write Rules And Explain Their Purpose

  • Define clear rules and explain why they exist before expecting good outcomes.
  • Build shared vocabulary so everyone understands aims and can cooperate effectively.
ADVICE

Make Documentation Practical And Actionable

  • Document systems and processes as practical tutorials, not abstract policies.
  • Use documentation as leverage so knowledge outlives individuals and speeds onboarding.
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