The AI That Improves Itself: Autonomous Prompt Iteration Loop

Each roast was taking 50 seconds per upload. Quality was unknown — we had a feeling, not data. The prompt had been written "by instinct" and never seriously evaluated. The question was simple: how do you know if a prompt is good, and how do you improve it without spending the whole day reading roasts manually? The answer: automate the evaluation work using AI itself, in a loop. Write a tool that sends 30 photos to Claude, measures quality metrics, and produces a report. Modify the prompt, rerun...