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techMEDIUM2026-05-10 03:45 UTC

Bulletproofing LLM Structured Output in Python: Healing Retries, Cost Caps, and Drift Detection (Runnable Code)

I shipped a structured-output endpoint to production in March. The schema was clean, JSON mode was on, the model was GPT-4.1, the eval suite was green. Three weeks in, the on-call channel lit up because a downstream billing job had silently skipped 4,200 records over a weekend. The output was valid

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