Operating Log
Field notes from the operator's deck.
Notes on AI, Revenue Operations, and building production systems that actually work. Written from the operator's seat, not the researcher's.
A Second Net Is Not a Floor
The agent-safety debate is stuck at the perimeter, arguing about whose net is bigger. But a perimeter bolted on after the fact is a second net — and a second net is not a floor.
Gutenberg's Spyware
If the printing press had shipped with spyware, the Renaissance would have died in a decade — and it's a fair description of how most organizations use frontier AI today.
The Fail-Open Autopsy
A system prompt is a probabilistic instruction, not a control. Under load it degrades, and a degraded instruction fails open. The pipeline keeps executing.
Failed Open
A safety control passed every test in its suite — and still failed. The postmortem changed how I test everything.
A Constitution Won't Save You
You can write a full governing document for your AI agents, share it across the entire stack, and they will still drift. I spent six hours finding out the hard way.
Explain It to Me Like I'm a Second Grader
Most operators get bad AI output because they're too proud to admit they don't understand the answer. Here's what I do instead.
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