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Aug 31, 2025 - 16 MIN READ
Security for Agent Connectors: least privilege, injection resistance, and safe toolchains

Security for Agent Connectors: least privilege, injection resistance, and safe toolchains

In 2025, the riskiest part of “agentic” systems isn’t the model — it’s the connectors. This month is a practical playbook for securing tools: least privilege, prompt-injection resistance, safe side effects, and auditability that holds up under incident response.

Axel Domingues

Axel Domingues

In March I called it the Compliance Cliff: the moment you stop demoing agents and start connecting them to real systems is the moment governance becomes a survival skill.

In April we saw agent runtimes emerge — SDKs, orchestration primitives, traces.

In May we hit the 1M-token era — and learned that context is now a budget and an attack surface.

In June and July we treated agents like distributed systems and multi-agent org charts.

So August is where the rubber meets the road:

Tools. Connectors. Credentials. Side effects.

Because the ugly truth is:

You can have a “safe” model and still ship an unsafe system…
if your connectors behave like a root shell with a friendly chat UI.

This article is a practical security playbook for agent connectors — focused on controls that teams can actually ship.

When I say “connector”, I mean anything the agent can use to touch the world:

email, Slack, Jira, CRM, databases, cloud APIs, payment providers, internal admin endpoints, CI systems, file stores, browsers, and “just a webhook”.

The core idea

Treat connectors as a capability boundary, not a convenience API.

The core risk

A prompt injection is just a social engineering attack on your toolchain.

The core control

Least privilege + policy + validation at the connector boundary.

The outcome

You can ship agents that are auditable, reversible, and boring.


The Connector Threat Model (the one people skip)

Traditional apps have clear trust boundaries:

  • user input is untrusted
  • backend is trusted
  • DB is trusted
  • privileged credentials live server-side

Agentic apps blur those boundaries because the model:

  • consumes untrusted content (web pages, emails, PDFs, tickets, chat)
  • produces actions (tool calls) that cause side effects
  • is vulnerable to manipulation (prompt injection, jailbreaking, data exfiltration)
  • is non-deterministic (the same input can behave differently)

So the right mental model is not “LLM security.”

It’s:

Your agent is an untrusted process that can ask for power.
Your job is to make sure it can’t get more power than it should.

The three attacker goals

Exfiltrate data

Get secrets, PII, internal docs, or tenant data out through outputs or tool calls.

Escalate privileges

Trick the system into using a more powerful connector, scope, or identity.

Cause side effects

Send emails, delete records, issue refunds, change ACLs, create users, push code.

Poison the loop

Write bad state (tickets, notes, docs) that later becomes “trusted context”.

If you secure for those four, you’re already ahead of most teams.


Prohibited Practices (the “we’ll fix it later” cliff)

These are not theoretical. They are what breaks in the first incident review.

If you see any of these in your agent architecture, assume you have a security bug — even if nothing bad has happened yet.

Those practices tend to appear because teams think of connectors as “integrations.”

But connectors are privileged execution surfaces.

So let’s build them like we build payment flows: carefully.


The Connector Boundary Pattern (the control that actually ships)

If you only take one architectural idea from this month, take this one:

Connectors do not live inside the agent.
They live behind a boundary that enforces identity, policy, validation, and logging.

I like to name that boundary the Connector Gateway (or Tool Proxy).

It has four jobs:

  1. Auth brokerage: mint short-lived, scoped credentials per run / per tenant / per user
  2. Policy enforcement: allow/deny + require approvals based on risk and context
  3. Input validation: schema validation, type checks, safe defaults, and hard limits
  4. Audit + telemetry: immutable logs, traces, and security signals
This pattern is what makes “least privilege” real.

If tools are invoked directly from an agent runtime, you inevitably end up with one privileged credential and no consistent enforcement point.


Least Privilege for Tools (practical, not aspirational)

Least privilege is easy to say and hard to ship because it forces you to answer:

  • whose identity is this tool acting as?
  • which tenant, project, or workspace?
  • for how long?
  • with what scope?
  • with what rate limits and side-effect budget?

So treat least privilege as a token-minting problem.

Rule 1: Every tool call must have an identity

Not “the service.”

A real principal:

  • user:<id> for user-initiated runs
  • system:<workflow> for scheduled runs
  • agent:<bot> for internal assistants

And that principal must map to a policy.

Rule 2: Make scopes boring and composable

Instead of crm:admin, create scopes like:

  • crm:contacts.read
  • crm:contacts.write
  • crm:deals.read
  • crm:deals.write

Then make “write” scopes require more friction.

Rule 3: Prefer ephemeral credentials

  • short TTL
  • refreshable
  • revocable
  • constrained to tenant + principal

If your agent uses long-lived credentials, you’ve already lost the benefit of fine-grained controls.

The golden rule

A tool credential should expire faster than your incident response starts.

The reality check

If revoking a tool credential takes hours or days, you don’t have “controls” — you have hope.


Injection Resistance (treat content as hostile)

Prompt injection isn’t magic.

It’s the oldest attack in software:

“Make a privileged system do something it shouldn’t… by feeding it convincing text.”

In agent systems the attacker doesn’t need code execution. They need instruction execution.

So the key design move is:

Separate “content” from “control”

  • Content is untrusted: emails, pages, docs, tool outputs
  • Control is trusted: system prompts, policies, tool schemas, allowlists

If you let content write control, you’re building a remote-control backdoor.

The connector-side rules that matter

  1. The model can propose; the gateway disposes
  2. Tool inputs must be structured and validated
  3. Tool outputs must be treated as untrusted input
  4. Side effects require friction proportional to risk

Here’s what “structured” really means: your tool interface should make unsafe requests impossible.

{
  "tool": "send_email",
  "args": {
    "to": ["customer@example.com"],
    "subject": "Your quote",
    "body_markdown": "...",
    "attachments": [
      { "file_id": "doc_123", "name": "quote.pdf" }
    ]
  }
}

Not:

Send an email to the customer with the attached quote and ask them to wire money to this new account.

The difference is everything: structured inputs give you enforcement hooks.

Never pass “tool instructions” as raw text into a connector.

If you do, your connector becomes a prompt interpreter — which is a second model, but without safety features.


Safe Toolchains (side effects without fear)

A secure connector isn’t just “auth + allowlist.”

It’s a toolchain that makes side effects:

  • idempotent
  • rate limited
  • reviewable
  • reversible when possible
  • auditable always

This is where June’s “eventually correct” thinking comes back:

Side effects need a transaction model

For write tools, I strongly recommend a two-phase pattern:

  1. Plan: the agent proposes an action (what + why)
  2. Commit: the system executes it with policy checks + optional approval

That can look like:

  • staged drafts (email drafts, Jira drafts, PR drafts)
  • dry-runs for infrastructure changes
  • “preview diff” for DB updates
  • hold-to-confirm for payments/refunds
The goal isn’t to slow everything down.

It’s to make “unsafe irreversible writes” require deliberate gates, while safe reads and safe drafts stay fast.

A simple risk ladder that works

  • Read-only → no human required, minimal friction
  • Write-draft (creates a draft artifact) → allowed with logging
  • Write-commit (irreversible or costly) → requires approval / second factor / workflow gate

Observability: security you can debug

Security controls that can’t be observed don’t exist.

Your connector boundary should emit a complete forensic trail:

  • tool name + version
  • principal identity + tenant
  • request args (redacted as needed)
  • policy decision (allow/deny/require-approval)
  • latency + retries
  • outcome (success/failure) + error class
  • correlation IDs linking: prompt → tool call → downstream request → state change

I like to treat tool calls as first-class spans in tracing:

Trace it

Every tool call is a span with inputs, decision, outcome.

Audit it

Every side effect produces an append-only audit event.

And then you add detection on top:

  • spikes in denied calls
  • repeated attempts to access write tools
  • abnormal destinations (new domains, new recipients)
  • unexpected data volume (exfil attempt signal)
  • tool-call loops (agent stuck, or being manipulated)

A Build Plan You Can Ship in a Quarter

This is a “doable” implementation sequence that produces real risk reduction early.

Step 1: Inventory tools and classify risk

Make a registry with:

  • owner
  • read/write classification
  • blast radius (tenant / system / global)
  • reversibility
  • PII exposure
  • external egress (yes/no)

Step 2: Put every connector behind one gateway

Even if it’s thin at first:

  • one auth layer
  • one logging pipeline
  • one place to enforce schema validation

Step 3: Add per-tool schemas and hard limits

  • required fields
  • max lengths
  • allowlisted enum values
  • max number of recipients/items/records
  • denylist patterns for high-risk strings

Step 4: Implement token minting + short TTL

  • per-tenant
  • per-principal
  • per-tool scopes
  • revocation path that’s tested

Step 5: Add policy decisions + friction

  • write tools require confirmations
  • high-risk tools require approvals
  • rate limits by principal + tenant

Step 6: Red-team for injection and exfil

  • malicious web pages
  • hostile emails
  • poisoned tickets
  • tool output carrying hidden instructions
If you only ship Steps 1–3, you already gained:
  • observability,
  • input validation,
  • and a single enforcement point.
That’s real progress.

Implementation Notes (what teams usually miss)

1) “Tool allowlisting” is not enough

Allowlisting tool names helps. But the real danger is arguments.

You must validate arguments, enforce limits, and apply policy to the intent of the call.

2) Your gateway needs an egress policy

If your agent can browse the web or call arbitrary URLs, you need:

  • DNS/domain allowlists where appropriate
  • outbound proxying
  • logging and limits on external calls

Otherwise your agent becomes a data exfiltration machine.

3) Store “what the agent saw” for investigations

If you can’t reproduce:

  • the prompts,
  • the retrieved context,
  • the tool outputs,
  • and the policy decisions…

…you can’t prove what happened.

(And you can’t fix it confidently.)

4) The model is not your policy engine

Models can help propose actions. They cannot be trusted to enforce policy.

Policy enforcement must happen outside the model — deterministically.


Resources

OWASP Top 10 for LLM Applications (tool & connector risks)

A practical threat taxonomy for agent systems: prompt injection, insecure output handling, excessive agency, data leakage — the exact failure modes your connector gateway is meant to contain.

NIST SP 800-63B — Digital Identity Guidelines (auth sessions & MFA)

Useful for making “every tool call has an identity” real: session assurance, re-auth triggers, MFA guidance, and how to think about identity at the boundary.

OAuth 2.0 Security Best Current Practice (RFC 9700)

The modern checklist for issuing and protecting tokens: short TTLs, refresh handling, sender-constrained tokens, and the sharp edges that matter for connector gateways.

W3C Trace Context (correlate tool calls for IR)

A standard for propagating trace IDs across services so incident response can reconstruct: prompt → policy decision → tool call → downstream side effect.


FAQ


What’s Next

August was about securing the hands of the agent — the connector layer where side effects happen.

Next month, the lens widens to governance timelines and obligations:

GPAI Obligations Begin: what changes for model providers and enterprises

Because once your connectors are safe, the next question becomes:

What do you need to prove — and to whom — when regulators, customers, and auditors start asking?

Axel Domingues - 2026