Issue 14, Aug 13, 2026
The Context Poisoning Trap
Senior AI Engineer interview at Anthropic, and the interviewer asks:
“Your agent calls a broken file-editing tool 11 times in a row with the same malformed params. You add ‘if a tool fails, note it and try another approach.’ Failure detection improves. Task success doesn’t. Why?”
Don’t say: “The model needs better error handling in the prompt.”
Why leaving failed tool calls in your prompt silently builds a degenerate attractor, and how pruning the transcript saves your agent from endless failure loops.
Share this trapShare on LinkedIn
The full answer, with the mechanism and the arithmetic, is for paid subscribers on Substack.