Tag: lessons learned

• Known Weaknesses

  

  Photo by FlyD on Unsplash Author’s Note: The workplace examples in this piece are generalized from requests I have reviewed and stories shared by friends, colleagues, and community members over the past several years. Details have been altered, and none describes a specific person, team, or project. ~Dom The Bug Wasn’t Where They Were Looking…

  Dom

  October 25, 2026

  Strategy & Leadership, technology

  AI, AI governance, Artificial Intelligence, Business Strategy, Cybersecurity, decision making, Enterprise Architecture, Information Security, institutional knowledge, Knowledge management, lessons learned, operational resilience, organizational learning, Project Management, risk management, technology, vulnerability management

• We Should Plan to Fail

  

  Photo by Zach Lezniewicz on Unsplash For weeks, the system behaved exactly as designed. Aria had matured from a directory of experiments into a stable local agent: custom tools, a conversational interface, a growing memory layer, scheduled journaling, and enough reliability to test new ideas without worrying about what might break. Luna, the quieter counterpart…

  Dom

  November 23, 2025

  data strategy, Philosophy, technology

  architecture, availability, DevOps, disaster recovery, engineering culture, engineering strategy, failure, failures, incident response, infra, lessons learned, logistics, operational risk, Process Design, resilience, success, system design, Tech Debt, technology