


Samuel Edwards
November 26, 2025
Artificial intelligence can feel like a brilliant junior colleague who never sleeps, yet still needs supervision. Nowhere is that more obvious than in legal agent chains, where multiple AI components pass work among themselves to draft, summarize, or analyze. The catch is prompt injection, a subtle attack that persuades one component to ignore instructions and spill secrets or take unsafe actions.
For AI for lawyers, a dependable workflow starts with knowing how injections happen, how chains amplify them, and how to harden the architecture so that untrusted words cannot turn into untrusted actions.
Prompt injection is a social engineering attack against machines. The attacker hides instructions inside harmless content and hijacks the receiving model’s behavior. Because a model treats recent context as guidance, those hidden directions can cascade through a chain and multiply harm with every handoff.
Models prioritize fresh instructions, and many pipelines fetch external data and tools automatically. That mix invites trouble. A short snippet can urge the model to ignore policy, exfiltrate secrets, and nudge a tool call. Without firm system prompts and enforceable tool rules, the model may treat the whole sequence as helpful advice.
Work product, matter numbers, and client strategies often sit in the same memory or vector store that an agent consults. If a chain fails to isolate roles and permissions, one malicious paragraph can trigger disclosure. The goal is to keep untrusted content in a sandbox, never in the driver’s seat.
Legal workflows reward comprehensiveness, which means pulling from many sources. Brief banks, treatises, public filings, vendor platforms, and client portals feed the same chain. Each source is a potential injection point, especially if the chain follows links or executes tool calls based on model suggestions.
Law values crisp instructions. Models behave the same way, only more so. Give them a cleverly phrased override, and they follow it with enthusiasm. That predictability helps with repeatable drafting, yet it helps adversaries who hide instructions in citations, comments, or metadata.
Attackers do not need elegance, plausibility is enough. One favorite is the authoritative voice, where text claims to be system guidance and sounds official enough to outrank your guardrails. Another is the conditional trap, where rules apply only if a keyword appears, and the keyword is planted upstream to guarantee a trigger.
Invisible prompts can lurk in HTML attributes, document properties, and alternate text fields. If your chain converts formats or scrapes pages, those fields can ride along. Even a footnote can carry a payload, and the model will dutifully read it without pausing to ask who wrote it or why.
Do not let untrusted content write the rules of the system. System prompts must be immutable across the chain. Place them in code, not in data, and apply signature checks so an agent can verify that upstream instructions were genuinely issued by your pipeline.
Give every agent a specific role, a narrow context window, and the fewest tools needed. Route untrusted inputs through a safe parsing step that strips markup, normalizes encoding, and filters out instruction-like phrasing. Downrank anything that looks like a command, even if it is wrapped in polite prose.
Models can request tools, but the orchestrator should decide. Add a policy layer that validates each call against a whitelist, rate limits sensitive operations, and requires justification. If a request would move data across trust boundaries, insist on human confirmation or a second model check.
Adopt patterns that block broad classes of tricks. Treat external content as untrusted by default, then echo it to the model within a rigid envelope. Prepend a short instruction that says the following text is reference material only and that any directions inside must be ignored. Reinforce that instruction in the system layer so it sticks.
Store raw sources, analysis notes, and final work product in separate spaces. Agents that see raw sources do not need access to final drafts, and drafting agents do not need keys to crawl the open web.
Log with enough detail to reconstruct events. Capture prompts, tool requests, and outputs in sequence so you can rewind, watch the decision unfold, and see where a hidden instruction slipped past a check. Clear logs make remediation defensible.
Security is a practice, not a checkbox. Build validation into the chain the way you build spellcheck into a brief. Use a lightweight classifier to flag instruction-like text, and run a separate model to compare requested actions against policy. Send suspicious items to a review queue for a quick yes or no.
Create synthetic sources that contain benign looking traps and verify that your controls resist them. Vary the traps so you are not training to a single test. Measure whether the chain blocked the attack and whether it preserved useful output.
Set alerts for unusual tool sequences, uncommon destinations, and spikes in denied requests. Pair those signals with short holdbacks so a new pattern cannot drain a datastore before anyone notices.
Technical posture sits inside a broader duty of care. Clients expect confidentiality, accuracy, and steady judgment. Injection risks touch all three. A spillage harms privacy. A manipulated draft harms accuracy. A tool call that jumps networks without review harms judgment. Wrap your agent chains in policies that echo professional obligations, and train teams with the same seriousness you bring to conflicts checks.
If an agent chain supports drafting, say so in engagement materials and internal guidance. If certain tasks always require human review, say that as well. Make it clear no automated system can waive ethical duties. The signature at the bottom still belongs to a human. Say so plainly, because transparency calms nerves and sets the right expectations about oversight.
Inventory your chain. List the agents, their roles, their tools, and their data touchpoints. Where you see broad permissions, tighten them. Where you see unclear trust boundaries, draw brighter lines. Where you see unreviewed external sources, add a sanitizing step.
Lock system prompts in code and sign them. Promote the rule that reference text never overrides behavior. Encapsulate tool calls behind explicit policies and human checks for high risk operations. Adopt tiered memory so that secrets do not mingle with scraped text.
Turn on detailed logging with safe retention periods. Build synthetic injections that target your known weak spots. Schedule regular reviews where someone scans alerts and samples outputs. When you find a failure, treat it like a near miss in aviation, then fix the gap.
Celebrate elegant defenses and practical fixes. Discourage magical thinking about omniscient models. Encourage healthy skepticism, quick escalation, and the humble question that prevents a quiet mistake.
| Roadmap Step | Purpose | What Busy Teams Should Do | Result You Want |
|---|---|---|---|
| 1) Inventory your chain | Expose where injections can enter and spread. |
List every agent, its role, tools it can call, and data sources it reads. Mark each input as trusted or untrusted. Tighten broad permissions and clarify trust boundaries. |
A clear map of your workflow and its weak points. |
| 2) Harden prompts & policies | Stop untrusted text from overriding system behavior. |
Lock system prompts in code and keep them immutable. Treat external content as “reference only” inside a strict wrapper. Put tool calls behind a policy layer; require human approval for high-risk actions. Separate raw sources, analysis, and final work into tiered memory. |
Even clever injections can’t change rules or access secrets. |
| 3) Instrument & test | Catch failures early and prove defenses work. |
Enable detailed, replayable logs of prompts, tool requests, and outputs. Run synthetic prompt-injection tests against known weak spots. Review alerts and sample outputs on a regular cadence. |
You can trace incidents fast and fix gaps before real harm. |
| 4) Shape the culture | Make secure behavior the default, not a one-off project. |
Reward practical defenses and quick fixes. Train teams to assume external text is adversarial. Encourage escalation and “pause and verify” habits. |
The chain stays safe as it evolves, because people stay vigilant. |
Prompt injection takes advantage of something simple, a model that believes whatever sits closest to its eyes. You counter that with structure, not swagger. Keep system prompts untouchable, keep roles narrow, keep tools behind policy, and keep a record that lets you replay events without drama. Do that, and your agent chains will behave like the tireless junior colleague you wanted in the first place, alert, useful, and far less likely to get sweet talked by a rogue paragraph.

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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