llm-evals-and-retrieval-quality

Installation
SKILL.md

LLM & Retrieval Evals

Evals are the core discipline of AI engineering. A model is a stochastic component you do not control: a prompt tweak, a temperature change, a model version bump, or a vendor silently re-routing your traffic can move quality in any direction, and none of it shows up in a stack trace. The only way to know whether a change helped or hurt is to measure task performance on a fixed set of inputs you trust. "It looks better" is a hypothesis, not a result. Vibes don't ship — a passing eval suite does.

Evals are to LLM systems what tests are to ordinary software, with one twist: the output is non-deterministic and often open-ended, so the grader is itself a system you must build and validate. This guide covers what to measure (eval types, generation metrics, retrieval metrics, grounding), how to grade (exact match, embeddings, LLM-as-judge, humans), how to build and maintain an eval set, and how to wire evals into your delivery process so regressions get caught before users do.

The mental model: inputs → system → outputs → grader → score → decision. Every section below is one link in that chain. If any link is weak — a stale eval set, a biased judge, a metric that doesn't track the task — the score lies, and you ship blind.


1. Why evals, concretely

  • You can't improve what you can't measure. Iteration without a scorecard is a random walk. With a scorecard, every change is a labeled experiment.
  • Silent regressions are the default failure. LLM output degrades gracefully-looking: still fluent, still confident, subtly wrong. No exception, no 500. Only an eval catches "accuracy dropped from 88% to 71% after the model upgrade."
  • Model swaps are not drop-in. GPT-4o → GPT-4.1, Sonnet → a cheaper Haiku, an open-weights migration — each shifts the output distribution. The eval is the acceptance test for the swap.
  • Prompts are code with no type system. A one-word prompt edit can break JSON formatting on 12% of inputs. Regression evals are your compiler.
  • Evals turn arguments into experiments. "Should we use few-shot here?" is answerable in an hour with an eval set, versus a week of stakeholder opinion.

Capability evals ≠ product evals. Public benchmarks (MMLU, GSM8K, HumanEval, MT-Bench) measure a model's general capability and help you pick a base model. They tell you almost nothing about your task on your data — a model can top a leaderboard and fail your extraction schema. They are also heavily contaminated (leaked into training sets), so a high public score is partly memorization. Build product evals on your own inputs; treat benchmarks only as a coarse shortlist for which models to even try.

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Jun 9, 2026
llm-evals-and-retrieval-quality — jpoindexter/design-and-ai-skills