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TENTAMENten-TAH-men

AI Red-Team Assessment

Tentamen is Latin for an attempt or a test. We attempt what an attacker would against your AI system, under written authorization, and report exactly what worked.

Your AI system tested the way an attacker would, then retested after you fix it.

Scope a red-team assessmentAsk a security engineer

From $7,500, set by the system’s size and the depth agreed at scoping. One retest of fixed findings is included.

Testing happens only under a signed authorization and rules of engagement. The report covers what was tested; it cannot show a system has no weaknesses.

Is this for you?

  • Companies shipping a chatbot, AI agent, or AI feature to customers
  • Teams whose AI system can read sensitive data or take actions in other systems
  • Product and security leads who need evidence of testing before launch or for a customer review

The problem

AI systems fail in ways ordinary testing misses.

A chatbot or AI agent follows instructions in the text it reads. A customer message, an uploaded document, or a web page can carry instructions that steer it to reveal data, ignore its rules, or take an action it should not.

Functional QA checks that the system does what it should. It rarely checks what the system can be talked into doing.

How we work

Attempt what an attacker would, within signed rules.

We start with scoping and a rules-of-engagement document you sign: the system, the environment, the techniques, the limits, and the contacts. Testing is time-boxed and usually runs in staging.

We test for prompt injection, direct and indirect; leakage of data and system instructions; jailbreaks of safety rules; unsafe tool use and actions; and abuse of cost and rate limits. Every finding is checked by a second engineer, and fixed findings are retested.

What we test

Typical AI systems in scope.

Common systems, whichever model provider they use.

  • Support

    Customer-facing chatbots

    Leakage, jailbreaks, and off-policy answers to customers.

  • Internal

    Assistants over company data

    Access beyond what the user should see.

  • Agents

    AI agents with tools

    Unsafe actions triggered by injected instructions.

  • Documents

    Document and email processing

    Instructions hidden in files the system reads.

  • Products

    AI features in products

    Abuse paths through the feature into your platform.

  • Cost

    Usage and cost abuse

    Ways to run up model costs or exhaust limits.

What you receive

Scoping and rules of engagement

What is in scope, which environment, which techniques, and who to call, signed before testing starts.

Adversarial testing

Prompt injection, direct and through documents or web content; data leakage; jailbreaks; unsafe tool use and actions; and abuse of cost or rate limits.

A findings report

Each finding with severity, reproduction steps, evidence, and a specific fix, plus an executive summary.

A retest

After you fix the findings, we retest them and issue an updated report.

How it works

  1. Scope

    A scoping call and a written rules-of-engagement document, signed by you.

  2. Test

    A time-boxed test in the agreed environment, with daily contact during testing.

  3. Report

    The findings report and a readout with your engineers.

  4. Retest

    One retest of fixed findings, and an updated report.

Test areas

What an assessment covers.

Test areas in a typical AI red-team assessment, with the question each answers
AreaThe question it answers
Prompt injectionCan text the system reads override its instructions?
Data leakageCan it be made to reveal data or its own system instructions?
JailbreaksCan its safety and policy rules be bypassed?
Unsafe actionsCan it be steered to take actions it should not?
Access boundariesCan one user reach another user’s data through it?
Cost and abuseCan it be used to run up costs or degrade service?

The areas tested are set in the rules of engagement for each system.

The report

Findings your engineers can reproduce.

Every finding is checked by a second engineer before it reaches you.

Severity
Each finding rated by likelihood and impact.
Reproduction
Steps and evidence your engineers can repeat.
Fix
A specific, proportionate fix for each finding.
Retest result
The status of each finding after your fixes.

Common concerns

What leaders ask before they sign.

Authorization
Nothing is tested before you sign the rules of engagement.
Production
Staging by default; production only with written approval and limits.
Third parties
Testing stays within your systems; model providers’ own platforms are out of scope.
Limits
The report covers what was tested. It cannot show a system has no weaknesses.

Who does what

Who authorizes, who tests, and who fixes.

Your team

  • Sign the authorization
  • Provide the test environment
  • Fix findings
  • Decide on remaining risk

Custos

  • Scope and write the rules
  • Run the test
  • Review and report findings
  • Retest fixes

Afterward

Where clients go next.

Most take one of these routes. You choose, and nothing starts without your approval.

  1. Keep retesting

    Monitoring adds quarterly retests as prompts and models change.

  2. Review staff AI use

    The shadow AI review covers the other track.

Before you start

What to have ready.

  • What the system does and who uses it
  • The data it can read and the actions it can take
  • A staging environment and test accounts
  • Your launch or review date

Who does what

You authorize the test. We run it within the rules.

Every finding is checked by a second engineer before it reaches you.

  • Your system ownerAuthorizes testing, approves the scope, and decides what to fix and when.
  • Your engineersProvide the test environment and fix findings. They join the readout.
  • Custos testerA Sophrono engineer who builds AI systems, running the adversarial test within the agreed rules.
  • Custos reviewerA second engineer who checks every finding before the report goes out.

What the rules of engagement set out

Scope, methods, and contacts, signed first.

  1. Testing starts only after you sign the authorization and rules of engagement.
  2. The report lists every technique attempted, every finding, and its evidence.
  3. Each finding has a severity rating and a specific fix.
  4. One retest of fixed findings is included, with an updated report.

Scope a red-team assessment

Tell us about the AI system.

We reply with scoping questions and a draft rules-of-engagement document. Nothing is tested until you sign it.

Describe the work in plain words. Please leave confidential records and passwords out.

  • An engineer reads every request
  • A reply by email within two business days of receipt
  • No obligation until scope and price are agreed

Not ready to scope this? Ask a security engineer first: a free 20-minute call on where your AI risk is.

Where this fits

  1. Ask Ask a security engineer
  2. Test AI Red-Team Assessment
  3. Monitor AI Security Monitoring

Not ready yet? Ask a security engineer. After this: AI Security Monitoring.

Questions

Do you test production systems?

We prefer a staging environment that mirrors production. Production testing is possible only with explicit written approval and agreed limits.

Which AI systems can you test?

Chatbots, retrieval-based assistants, AI agents that use tools, and AI features inside products, whichever model provider they use.

Is this a penetration test of our whole application?

No. It focuses on the AI components and how they connect to data and actions. A full application penetration test is a separate engagement.

Do you test whether the AI does its job well?

No. The assessment covers security: what an attacker could make the system do. Sophrono’s Agent Assurance (sophrono.com) checks that an agent does its job and stays within its approvals.

Your AI system tested the way an attacker would, then retested after you fix it.

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