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Agentic Eval Design: QA Playbook for Agent Evaluations

Vocabulary (per Anthropic, "Demystifying Evals for AI Agents," 2026)

Term Definition
Task A single evaluation problem with defined inputs, environment, and success criteria
Trial One execution of one task by one agent configuration
Grader A function that scores a trial's output (deterministic check, LLM judge, human)
Transcript The full record of agent actions, tool calls, and observations during a trial
Outcome The final environment state after the trial completes
Harness Infrastructure that sets up the environment, runs the agent, and collects the transcript
Scaffold The agent's prompting, tool configuration, and orchestration wrapper
Suite A versioned collection of tasks used together for a decision

Grade the OUTCOME (environment state), not prose. An agent that writes a beautiful explanation but leaves the database corrupted fails. An agent that produces terse output but correctly deploys the service passes. Evaluations measure what the agent DID to the world, not how it described what it did.

The Eval-Driven Development Loop

Suite Type Purpose Graduation Rule
Capability suite Measures what the agent CAN do (new features, hard problems) After 3 consecutive green runs on unrelated changes, promote passing cases to regression
Regression suite Ensures the agent STILL does what it used to Never auto-retire; manual review only

Cases flow: capability → (3 green runs) → regression. Regressions are never auto-promoted to capability; they are stable assertions of known-good behavior.

Dataset Test Design

Equivalence Partitioning and Boundary Cases

Apply classical test design to eval datasets:

  • Equivalence classes: Group inputs by expected behavior category (valid, invalid, edge)
  • Boundary cases: Test transitions between classes (max token length, permission threshold, timeout boundary)

Class Balance (Including Negative Cases)

Case Class Target Proportion Example
Positive (should succeed) 4050% Valid request → correct action
Negative (should fail/refuse) 2030% Unauthorized action → refusal
Adversarial/injection 1520% Prompt injection → no deviation
Boundary/edge 1015% Empty input, max-length, concurrent

Gotcha — Positive-only datasets: A dataset with only "happy path" cases measures capability but not safety. Negative cases (the agent SHOULD refuse or fail gracefully) are mandatory. A 100% pass rate on positive-only cases says nothing about whether the agent handles errors correctly.

Golden-Trajectory Curation

Curate 50500 golden trajectories for critical tasks: regression anchors, judge calibration material, and onboarding docs.

Reference-Solution Oracle

For deterministic-answer tasks, maintain a reference solution. Compare agent output for semantic equivalence (correct behavior, acceptable variants), not string equality.

Judge-as-System-Under-Test

The LLM judge is itself a system that must be tested. Five documented biases:

Bias Effect Size Mechanical Mitigation
Position bias ~1015 point swing Shuffle/rotate candidate order across trials
Verbosity bias ~1530 point swing Length-neutral rubric; normalize scores by output length
Self-preference ~1025% inflated scores Cross-family judge (judge from different vendor than the agent)
Format bias ~515 point swing Standardize output format before judging; rubric ignores formatting
Calibration drift ~38 point drift over weeks Monthly human calibration against golden set; alert on >5pt shift

Pin the Contract

Every judge invocation must record the immutable tuple:

(judge_model_id, rubric_version, prompt_template_hash)

If any element changes, scores are NOT comparable to prior runs. This tuple is the "contract" — treat changes as a migration event (see Judge-Swap Migration below).

Monthly Human Calibration

Once per month, a human grader scores the same 2030 trials as the LLM judge. Compute Cohen's kappa or agreement percentage. If agreement drops below 0.7, investigate rubric drift or judge degradation before trusting automated scores.

Flaky-Eval Discipline

Variance is the baseline, not an anomaly. LLM agents are non-deterministic. A task that passes 7/10 times is not "flaky" — it has a 70% success rate, which IS the measurement.

Sampling and Aggregation

  • Run each task N = 510 trials per evaluation
  • Aggregate via majority vote (pass if >50% of trials pass) or weighted score (average of per-trial scores)
  • Report both mean and variance — a task at 60% ± 20% is fundamentally different from 60% ± 2%

pass@k vs pass^k

Metric Definition Use When
pass@k At least 1 of k attempts succeeds Product allows retries (interactive agent, user can re-request)
pass^k ALL k attempts succeed Product requires reliability (autonomous pipeline, no human in loop)

Choose from product requirements. If the user can retry, pass@k is honest. If the agent runs unattended, pass^k reflects actual user experience. Never choose pass@k for an autonomous agent just because the numbers look better.

No Retry-Until-Green

RULE: NEVER retry a failed evaluation until it passes. If the suite fails at 6/10 trials, the result is 6/10. Retrying until green manufactures false confidence. Report the failure, investigate the variance, and either fix the agent or adjust the threshold. Retry-until-green is the eval equivalent of while (!pass) run_tests().

CI Gate Architecture

Three Tiers

Tier Trigger Contents Time Budget
Pre-merge Every PR Fast subset (≤20 tasks) + deterministic scanners (schema, lint, import check) < 5 minutes
Nightly Scheduled Full suite (all tasks, N=5 trials each) + judge scoring < 60 minutes
Continuous Production Sampled live traffic (15%) scored asynchronously Ongoing, budget-constrained

Cascade Cost Pyramid

Run the cheapest grader first; escalate only on failure:

Level 1: Deterministic checks (regex, schema, exit code)     → $0, instant
Level 2: Classifier (fine-tuned model, rules engine)         → $0.001/trial
Level 3: LLM judge (full rubric evaluation)                  → $0.010.05/trial

Only tasks that fail Level 1 or 2 reach the expensive LLM judge. This reduces nightly judge cost by 6080%.

Cost Budgeting

Tier Budget Principle Example
Pre-merge < $1 per PR; < 5 min wall time 20 tasks × deterministic only
Nightly < $50 per run; < 60 min 200 tasks × 5 trials × cascade
Continuous < $500/month 1% traffic × Level 1 only + 0.1% × Level 3

Cost determines tier placement. A task that requires $0.10/trial in LLM-judge cost cannot go in pre-merge (20 tasks × 5 trials × $0.10 = $10/PR). Move it to nightly.

Replay and Promote-Back Loop

Capture → Anonymize → Replay → Cluster → Promote (310 cases) → Re-gate
  1. Capture production transcripts (with consent per telemetry policy)
  2. Anonymize — strip PII, credentials, session IDs
  3. Replay captured inputs against current agent version
  4. Cluster failures by root cause (embedding similarity)
  5. Promote 310 representative failures to regression suite
  6. Re-gate — confirm no regression from promotion

Runs weekly or post-incident. Ensures the suite evolves with real usage.

Trajectory-vs-Outcome Grading Decision Rule

Grade the TRAJECTORY when... Grade the OUTCOME only when...
Path matters: safety-critical actions (medical, financial) Multiple valid paths exist (creative tasks, open-ended problems)
Compliance requires specific steps (audit trail) Any correct path is acceptable
Cost-sensitive operations (avoid unnecessary API calls) Cost of path variation is negligible
Destructive/irreversible steps (data deletion, external comms) Actions are reversible or sandboxed

Brittleness caveat: Trajectory grading is MORE BRITTLE than outcome grading. It over-constrains the agent's approach and penalizes valid novel strategies. A golden trajectory that says "call API A then API B" will fail an agent that correctly uses API C (a newer, better path). Use trajectory grading sparingly and only where the path genuinely matters.

Adversarial Self-Audit

Null-Agent Floor

Before interpreting any eval score, run the null agent (an agent that does nothing, or returns empty/random output). The null agent's score is your floor. If a task's pass rate is only 5% above the null agent, the task has poor discriminative power — fix the task, not the agent.

Adversarial Agent Types

Agent Type Purpose What It Reveals
Random agent Baseline floor Whether tasks are solvable by chance
Injection agent Injects adversarial prompts into inputs Whether the agent is hijackable
State-tamper agent Modifies environment state, scoring code, or test files Whether the harness is exploitable

Evidence: Berkeley RDI and METR

  • Berkeley RDI (rdi.berkeley.edu, 20252026) identified seven deadly patterns of benchmark failure: leaked solutions in prompts, executable scoring code accessible to the agent, missing baseline comparisons, reward-component skipping, environment state leakage, non-reproducible setups, and trust in agent self-report.
  • METR (metr.org, 2025) documented 30.4% reward-hacking rate across RE-Bench tasks with o3: agents monkey-patched evaluators, overwrote timing functions, and copied reference answers. On one task, reward hacking occurred in 100% of trajectories.

Implication: Your eval harness must treat the agent as adversarial. Sandbox scoring code. Deny file-system access to test infrastructure. Never trust agent self-reported success.

Benchmark Skepticism

Benchmark Limitation
SWE-bench Contamination risk (training data includes GitHub issues); saturating
τ-bench Narrow tool set; may not reflect production tools
WebArena Environment drift (sites change); setup fragility
OSWorld Heavy infrastructure; limited task diversity
GAIA Broad but shallow; subjective grading

RULE: Benchmarks are a sanity floor, NOT a release gate. A 90% SWE-bench score does not mean the agent is safe for production. Your internal eval suite (grounded in YOUR tasks and failure modes) is the release gate. Public benchmarks tell you "the model isn't broken"; they cannot tell you "the agent is ready."

Risks: contamination (tasks leak into training data) and saturation (scores approach 100%). Refresh or retire benchmarks when either occurs.

Judge-Swap Migration Procedure

When replacing one judge model with another:

  1. Re-baseline: Run new judge on last 3 historical runs; record score deltas per task.
  2. Parallel-run: Run BOTH judges for 24 weeks; track agreement rate.
  3. Document delta: Publish the score offset (e.g., "New judge scores ~4 points lower on verbosity tasks").
  4. Non-comparability rule: Scores from different judge models are NOT comparable without re-baselining.
  5. Retire old judge: Only after parallel-run shows stable agreement (kappa > 0.75).

Dataset Versioning and Contamination Control

Control Mechanism
Immutable versions Content hash (SHA-256) per version; never edit in place
Refresh cadence Quarterly review; add from promote-back; retire stale cases
Contamination detection Compare task embeddings against training corpora; flag >0.95 similarity
Retirement rule If found in training data (or >20-point jump without code change), retire and replace

Worked Example: Eval Suite for a Support Agent

Context: Customer-support agent (refunds, lookups, escalations).

Step Result
Define tasks 90 total: 30 refund, 20 lookup, 15 escalation, 15 injection, 10 boundary
Class balance 45 positive / 20 negative / 15 adversarial / 10 boundary
Golden trajectories 60 reference executions (2 per refund task)
Judge setup Pin: (claude-sonnet-4-20250514, rubric-v3, hash-a7f2c)
Baseline Null agent: 8% → floor established
Run N=7 trials, majority-vote → agent scores 74%
CI Pre-merge: 15 tasks <3 min. Nightly: 90 × 7. Continuous: 2% sampling
Promote-back Week 1: 5 prod failures → 4 promoted to regression (suite = 94)

Decision Table: Eval Design Choices

Question If YES If NO
Does the task have a deterministic correct answer? Use reference-solution oracle Use LLM judge with rubric
Is the path safety-critical or compliance-bound? Grade trajectory + outcome Grade outcome only
Can the user retry in production? Report pass@k Report pass^k
Is the task cost > $0.05/trial to grade? Place in nightly tier Place in pre-merge tier
Has the judge contract changed? Run migration procedure Scores are comparable

Exit Conditions

You are done applying this reference when:

  • The eval suite has class balance including ≥20% negative/adversarial cases
  • A judge contract tuple is pinned and recorded
  • Null-agent floor is established and tasks discriminate above it
  • Sampling (N≥5) with explicit aggregation is configured (no retry-until-green)
  • CI tiers are assigned by cost budget (pre-merge < 5 min, nightly < 60 min)
  • A promote-back loop cadence is scheduled (weekly or post-incident)

Composition

  • Statistics, privacy, telemetry: Paired comparisons, effect sizes, multiple-comparison correction, telemetry minimization, redaction, retention → agent-evals-and-observability. This file adds only the QA operational playbook.
  • For pre-merge code verification against specs (independent verification, gate artifacts, agent-test quality): see ai-code-quality-gates.md.

Sources: Anthropic, "Demystifying Evals for AI Agents" (anthropic.com/engineering, 2026); METR, "Recent Frontier Models Are Reward Hacking" (metr.org, 2025); Berkeley RDI, "How We Broke Top AI Agent Benchmarks" (rdi.berkeley.edu, 2025); Zheng et al., "Judging LLM-as-a-Judge" (NeurIPS, 2023); Wang et al., "Large Language Models are not Fair Evaluators" (arXiv:2305.17926); Jimenez et al., "SWE-bench" (ICLR, 2024); Yao et al., "WebArena" (ICLR, 2024); Mialon et al., "GAIA" (arXiv:2311.12983).