


Samuel Edwards
November 3, 2025
Agentic large language models are no longer passive tools that wait for a neatly phrased prompt. They plan, reason, call tools, and act with initiative, which means they can also drift in ways that feel subtle at first then painfully obvious when a motion deadline gets missed.
For readers in the world of AI for lawyers, this is not an optional hobby. It is the difference between a smart assistant and a liability fountain. Continuous evaluation pipelines provide a disciplined way to notice, measure, and correct that drift before it grows teeth.
Drift is any persistent shift in an agent’s outputs, preferences, or tool use that cannot be explained by the input alone. Classic models drift in accuracy or calibration. Agentic models add new surface area. They might change how aggressively they call research tools, prefer one database over another, or start apologizing before every citation.
The outer shell still looks competent. The inner behavior has moved. That matters because agentic systems create long chains of actions where a small wobble at step one becomes a stumble at step five.
Periodic audits feel safe. They also create long blind spots. Prompts evolve, memory shifts, vendors push silent model updates, and users discover shortcuts. By the time a quarterly review arrives, yesterday’s behavior report reads like a yearbook quote.
Continuous evaluation replaces snapshots with motion pictures. You build a pipeline that ingests data daily, tests policies hourly, and alerts in minutes. The goal is not to test everything constantly. The goal is to test the right things often enough that drift cannot hide.
| Periodic Audits (Problem) | Risk It Creates | Continuous Evaluation (Fix) | Resulting Benefit | Practical Tactics |
|---|---|---|---|---|
| Infrequent “snapshot” reviews (e.g., quarterly) | Long blind spots; drift goes unnoticed for weeks or months | Rolling checks on a schedule (daily/ hourly for critical paths) | Faster detection and containment of behavior changes | Cron/airflow jobs; CI triggers; daily test suites |
| Static test sets run occasionally | Tests go stale as prompts, tools, and memory evolve | Continuously refreshed scenarios that mirror live workloads | Evaluation stays representative of real usage | Canary tasks; synthetic cases from recent interactions |
| Vendor/model updates unnoticed between audits | Silent shifts in tone, tool use, or accuracy | Fingerprint inputs & replay baselines after every change | Immediate attribution of drift to upstream changes | Model IDs in logs; deterministic replays; diff reports |
| Manual reviews batched and slow to act | Issues pile up; fixes lag; impact widens | Policy-driven alerts with routed triage to reviewers | Right people see the right signal quickly | Severity thresholds; on-call rotation; SLAs on responses |
| Big-bang fixes post-audit | Risk of regressions; hard to roll back safely | Small, frequent remediations behind flags with rollback paths | Safer iteration; measurable impact of each change | Feature flags; sandbox replays; progressive rollouts |
| Audit artifacts created ad hoc | Poor traceability; slow investigations; weak trust | Always-on logging & versioned records of tests, prompts, tools | Clear history enables fast root cause & credible governance | Immutable logs; run cards; weekly trend digests |
A dependable pipeline has a few muscles. It collects interactions, normalizes them, and strips sensitive material before analysis. It replays prompts against stable references to measure change. It runs policy checks that flag restricted sources, risky language, and missing disclaimers.
It simulates multi-step tasks that mirror real work such as drafting, summarizing, and tool-calling. It compares each run to baselines and thresholds and routes findings to humans who can triage issues quickly, while storing decisions for later review.
You cannot evaluate what you will not allow yourself to store. Build a curation layer that turns raw conversations into analyzable data while respecting privilege and privacy. Scrub names, dates, and identifiers. Partition sensitive work behind strict access controls.
Keep synthetic replicas of risky patterns so your pipeline can test edge cases without exposing anything real. If a prompt contains confidential material, hash it and track outcomes by hash, not by plaintext. The aim is to learn from behavior without inviting unnecessary risk.
Trivia accuracy is comforting and mostly irrelevant. Agentic drift shows up in reproducibility, tool choice stability, latency under load, and adherence to policy. Track how consistently the agent reaches the same conclusion given the same facts.
Track whether it keeps using the right research connector when a cheaper one is nearby. Track how often the agent requests human confirmation when confidence is low. These are not glamorous numbers, yet they predict whether the next draft lands on solid ground.
People are essential for judgment and nuance. They do not need to peer at every token. Design review gates where humans inspect flagged samples, policy exceptions, and high impact changes. Provide structured rubrics so feedback is consistent and teachable. Rotate ownership so no one becomes a bottleneck.
Preserve reviewer notes alongside evaluation results so context is never lost. Your future self will be grateful when a supervisor asks who approved a change and you can show a dated record with a reason.
Agentic systems improvise, which is delightful in conversation and risky in production. Build a sandbox where the agent runs through scripted tasks that mirror fieldwork. Fix random seeds for tools that allow it.
Freeze model versions and prompts during test runs so you compare apples to apples. Record the full chain of actions, from retrieval queries to tool responses, so you can replay a path exactly. Reproducibility does not stifle creativity. It catches when creativity turns into inconsistency, then shows you where to tune.
Noise kills attention. Set thresholds based on real tolerance, not vibes. If a retrieval hit rate dips slightly but outcomes remain stable, do not page anyone. If the agent skips mandatory disclaimers, light up every dashboard you own.
Alerts should include enough context for the first reviewer to decide whether to roll back, hotfix a prompt, or escalate. Pair alerts with a weekly digest that shows slow trends. Many drifts creep. A quiet chart that edges downward for three weeks deserves attention.
Fixing drift should not produce fresh errors. Treat every change like a mini release. Propose the fix, run it through the sandbox, compare to baselines, and stage it behind a feature flag. Roll out gradually, watch the metrics, and be ready to back out quickly.
Keep a changelog that explains what changed and why. Avoid brittle patches that solve one symptom while fighting the system. Prefer small, testable edits to prompts, tools, or policies so the safe path is also the easiest path.
Trust grows when you can show your work. Keep versioned records of prompts, tools, policies, and model settings. Capture evaluation results with timestamps and reviewers. Store rationales for threshold choices. When someone asks why the agent revised its citation style, you want receipts.
Documentation is dull to create and brilliant to have. It shortens investigations, calms stakeholders, and quietly deters shortcuts because everyone knows the history is visible. A dependable archive turns hard questions into short meetings.
Upstream changes create downstream drift. A provider tweaks a model and your agent becomes more verbose overnight. A vector database updates ranking and retrieval shifts. Your pipeline should fingerprint inputs so you can tell whether behavior moved because the world changed or because your configuration did.
Track model identifiers, library versions, and tool schemas. When a provider offers a shiny new model, resist the urge to switch on a whim. Stage it, measure it, and migrate only when the data support it.
Continuous evaluation sits between experimentation and production, which makes it a prime place for mistakes. Lock it down. Limit who can view raw data, who can change prompts, and who can approve new tools. Enforce policy checks that catch disallowed content and restricted sources.
Honor data retention limits. Pair the pipeline with key management so credentials never leak into logs. The safest systems make the default behavior the compliant behavior, even when a tired engineer is rushing a fix.
A disciplined pipeline turns quality from a hunch into a dashboard. Surprises shrink, recovery is faster, and teams have a language for risk. Stakeholders stop arguing about vibes and start discussing numbers. That clarity protects clients, lowers stress, and lets everyone spend more time on thinking instead of firefighting.
Agentic systems reward teams that watch carefully and fix quickly. A continuous evaluation pipeline gives you the eyes, the hands, and the calendar. Start with a small, safe loop that runs every day. Add tests that reflect the work you expect. Write down what you changed and why. Over time the pipeline stops feeling like overhead and starts feeling like power steering. The road still twists, but the drive becomes smooth, and you can aim your attention where it belongs.

Samuel Edwards is CMO of Law.co and its associated agency. Since 2012, Sam has worked with some of the largest law firms around the globe. Today, Sam works directly with high-end law clients across all verticals to maximize operational efficiency and ROI through artificial intelligence. Connect with Sam on Linkedin.

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