technology
A Ghost in the System
What happens to our work after we leave? Scheduled blogs, documents, automations, and processes can keep our presence alive long after we've moved on.
AI
The AI Didn’t Break.
AI applications can fail even when the model works perfectly. Real production failures show why timeouts, monitoring, logging, performance, and ordinary software engineering still matter.
AI
When Experience Becomes the Problem
A clever AI search architecture worked exactly as designed - until newer capabilities made it unnecessary. A real-world lesson in how yesterday’s expertise can become today’s complexity.
AI
Trust Signals in Software
The blog about "The Save Button That Doesn't" missed its own scheduled publish date. You can't make this stuff up.
AI
Your AI Doesn't Experience the Time Between Your Questions
Illustration of how ChatGPT and generative AI process conversations as successive interactions rather than experiencing continuous time, using stepping stones and a river of lost context to explain AI context loss and conversational memory.
AI
Replacements?
After being laid off, I’m helping build an AI version of myself to preserve decades of institutional knowledge. But how much can AI capture before knowledge gives way to judgment?