Agentic Eval-First Development

Evals are infrastructure, not afterthoughts. Define success criteria before writing prompts or task logic. The eval becomes the spec.

Framework: Data → Task → Scores

Every eval has exactly three components:

1. Data — Golden dataset of inputs (the test cases)
2. Task — The operation being evaluated (LLM call, agent workflow, MCP pipeline)
3. Scores — Categorical rubric that maps outputs to normalized 0–1 values

Step 1: Define the PRD (Data & Scores)

Build the Golden Dataset

Collect or generate 10–20 representative inputs covering the full range of expected usage.

• Use a high-reasoning model to autogenerate diverse test cases if manual examples are unavailable
• Intentionally include inputs expected to fail — these map current model limitations
• Store as JSON or JSONL for reproducibility. See [references/golden-dataset-template.md](references/golden-dataset-template.md) for the format

Define the Scoring Rubric

Use categorical scoring (Options A/B/C) rather than asking for raw numbers. Raw numeric scores drift across evaluators and models.

• Every score must include a written rationale explaining the grade
• All scores normalize to 0–1 for cross-model comparison. See [references/scoring-rubrics.md](references/scoring-rubrics.md) for rubric templates
• Run scripts/normalize_scores.py to convert categorical results to normalized values

Example categorical scorer:

A (1.0) — Fully correct, well-structured, addresses all aspects
B (0.5) — Partially correct or missing key elements
C (0.0) — Incorrect, off-topic, or harmful

Step 2: Configure the Task (The Harness)

The task is the operation under evaluation.

1. Tool Pruning — If using MCP, limit available tools to only what's necessary. Models select incorrect tools when overwhelmed with options
2. System Prompt — Define initial instructions based on success criteria from Step 1 (e.g., "don't ask clarifying questions," "respond in JSON")
3. Isolation — Each eval run must be independent. No shared state between test cases

Step 3: Execute the Flywheel Loop

┌─────────────────────────────────────────┐
│  OFFLINE: Run golden dataset locally    │
│  → Identify gaps → Refine prompt/tools  │
└──────────────┬──────────────────────────┘
               │
               ▼
┌─────────────────────────────────────────┐
│  ONLINE: Deploy scorers to production   │
│  → Monitor real user logs               │
└──────────────┬──────────────────────────┘
               │
               ▼
┌─────────────────────────────────────────┐
│  CLOSE THE LOOP: Production failures    │
│  → Add back to golden dataset           │
└─────────────────────────────────────────┘

1. Offline iteration — Run experiments locally against the golden dataset. Iterate on prompts, tools, and model selection until scores stabilize
2. Online validation — Deploy scorers to production monitoring real user logs
3. Close the loop — When online score (e.g., 0.3) < offline score (e.g., 0.75), identify production failures and add them to the golden dataset

When to Stop Iterating

• Offline scores plateau across 3+ consecutive runs
• Online/offline gap is < 0.1
• Remaining failures are edge cases outside the product's scope

Troubleshooting

Key Principle

The eval is the durable asset. Models change, prompts evolve, agent frameworks get replaced — but a well-built eval survives all of it. When switching models, re-run the eval; don't re-do the product thinking.