Tag: Tech Debt
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Leased Understanding

Photo by Casey Lovegrove on Unsplash Author’s note: Two objections are worth granting upfront. First: renting competence can be optimal. Not everything should be rebuilt internally, and not every organization can afford deep expertise in every domain. The point here isn’t “never outsource.” It’s: don’t outsource comprehension for systems you’re accountable for. Second: internal teams…
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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…
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The Convenience Trap: Why Borrowed Solutions Build Fragile Companies

Author’s Note Every time I teach someone to automate a daily task — or pitch a simple tool that quietly saves an hour a week — the same question always comes up: “Why should we spend hours or days building something that only saves minutes or hours?” I see the same question through a different…
