LLM agents look magical in demos, but production is where they either earn trust or burn it. The difference rarely comes from a bigger model; it comes from clear goals, strong evals, and tight feedback loops.
This guide lays out a practical way to evaluate AI agents that mirrors real work and real risk. Expect concrete rubrics, offline and online checks that actually ship, and observability that helps teams fix issues fast. Ideas draw on Chip Huyen’s take on AI engineering, Lenny Rachitsky’s roundup on product-centric evals, and Statsig’s work on AI Evals and experimentation source source source source.
On this page: Setting a clear foundation • Harnessing diverse evaluation strategies • Strengthening observability and feedback loops • Fostering accountability and long-term reliability
Start by getting specific about success and risk. Generic “quality” goals hide failures, while crisp objectives expose them. Chip Huyen argues for concrete rubrics that define good vs bad behavior at the task level, not the model level source. Lenny Rachitsky’s collection of eval tactics points the same way: align metrics to actual user outcomes, not vibes source.
Set objectives that mirror real tasks and real risk. If an agent drafts support replies, define a refund policy corridor and a maximum hallucination rate. If it schedules meetings, score calendar conflicts and tool usage, not just tone. Tie these goals to policy and safety thresholds so pass or fail is unambiguous.
Cover the stack with multi-level metrics: model, orchestration, context, and application. Track the basics like accuracy, latency, and cost. Then add task success, faithfulness, and tool call precision. This layering matches how eval practice is evolving in industry reports on experimentation and AI, and it lines up with common workflows in Statsig’s AI Evals overview source source.
Do not wait for a perfect dataset. Start early with small offline checks, then expand. Once offline gates pass, move to online shadow runs and silent grading to catch drift before users feel it. Lenny’s “Beyond vibe checks” piece shows practical patterns for fast iteration, and Statsig’s AI Evals workflow describes how to stage those checks safely source source.
Quick checklist to keep scope tight:
Map objectives to risks and set pass or fail bars
Pick metrics per layer and add user signals like CSAT and deflection rate
Stage datasets that include edge cases and red team prompts
Version prompts, tools, and configs; log every run
Gate releases with offline scores; watch online drift and retrain windows
Breadth matters early; depth matters before launch. Use offline evals to scale cheaply: curated test sets, adversarial prompts, and simple simulations expose blind spots without touching production. This approach echoes common LLM eval patterns in product teams and matches the workflows documented in Statsig’s AI Evals overview source source.
Aim for a test suite that balances coverage and difficulty:
Edge cases and rare failures that cost real money or trust
Tool errors and recovery paths, like retries and backoffs
Long-context hops and memory limits that strain retrieval
For nuance, LLM-as-judge works well when calibrated. Use a judge model to score clarity, tone, compliance, and format adherence. Seed it with examples and counter-examples, run consistency checks, and spot‑audit judgments with humans. The setups in Lenny’s guide and Statsig’s eval docs show how to write judge prompts that hold up under scale source source.
Keep humans in the loop for high-stakes or ambiguous tasks. Humans set ground truth and decide what “good enough” means in context. Chip Huyen’s field notes after two years of AI use emphasize this balance: automation for throughput, human judgment for ethics and edge cases source source.
Finally, connect offline to online. Offline baselines guard against regressions; online checks catch drift, tool flakiness, and shifting user behavior. The Statsig team highlights this blend of experimentation and AI as a trend for a reason: it is how agents stay reliable after the launch buzz fades source.
Once baselines are in place, live signals carry the load. Capture real-time traces and flag anomalies like rising tool error rates or sudden latency spikes. Tie alerts back to the objectives defined in your eval plan so on-call engineers know what to do, not just that something looks off.
Slice metrics where the agent actually works:
Agent step: plan quality, tool call accuracy, and step utility
Knowledge retrieval: recall, precision, and faithfulness to sources
Response: task success, latency, and cost per turn
Close the loop quickly. Analyze a batch of failures, then adjust system prompts, tool configs, or guardrails. LLM-based evals can provide fast judgments on tone and clarity for daily monitoring, while a stricter LLM-as-judge setup handles large backfills and release gates source source.
For higher stakes, keep humans visible in the loop with clear rubrics and scheduled spot checks. Chip Huyen’s guidance is blunt and correct: make evaluations match product goals and risk, not taste source.
When offline gates pass, move checks online. Run shadow tests, silent interleaving, and online evals to grade candidates without risking users. Track prompt, model, and outcome versions end to end so rollbacks are surgical. Statsig’s AI Evals and experimentation tools were built for that kind of traceable, production-aware workflow source source source.
Good metrics without governance still drift. Use unified governance across engineering, ops, and policy teams, and tie evals to risk, scope, and user impact. Keep the first scope small; add complexity only when the process holds up.
Run trust assessments on a cadence, not just pre-launch. Probe bias, safety, and data leakage with worst-case prompts and adversarial tests. Combine offline audits with online monitors; both are covered in Statsig’s AI Evals docs and related platform guidance source source.
Make change auditable. Use transparent reports and version control so teams can trace a regression to a prompt tweak, a new tool, or a dataset shift. Track prompts, models, tools, and datasets as first-class assets. Keep eval results linked to every change record.
Practical moves that age well:
Define judge prompts and rubrics with examples and counter-examples; align with LLM-based eval guidance source
Version prompts, tools, and configs with immutable IDs; see the AI Evals overview for how to wire this up source
Compare offline results with real-user outcomes; watch for gaps highlighted in Statsig’s experimentation and AI trend write‑up source
Set drift budgets and rollback rules so teams act before users feel the pain
Strong agents come from clear objectives, layered metrics, and evals that never stop. Start small, test where it hurts, and keep a human in the loop when the stakes rise. Tie everything back to versioned artifacts so fixes are fast and repeatable.
Want to go deeper?
Chip Huyen on pragmatic AI engineering and rubrics link
Lenny Rachitsky’s roundup of practical eval patterns link
Statsig on experimentation trends and AI Evals workflows link link
Hope you find this useful!