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AI Red Teaming & LLM Security

You have shipped a customer-facing AI feature and nobody has seriously tried to break it.

Defend & RespondAdversarial assessment
01

Fee

Register to see indicative feesConfirmed in writing after scoping
02

Typical duration

4 to 8 weeksDepends on the number of systems and the depth of the test
03

Primary artefact

Adversarial findings reportPlus 3 more
04

Who leads it

Steve SharmaFounder & Principal
Method mapped to OWASP LLM Top 10, MITRE ATLAS and PTES

What AI Red Teaming & LLM Security is

Structured adversarial testing of your AI systems: prompt injection, data extraction, jailbreaks, tool and agent abuse, and the supply-chain paths into the model.

And what this service produces

It produces a findings report with severity ratings mapped to a published framework, reproduction steps, and remediation guidance your engineers can act on without a translation layer.

Built for a real assurance trigger, not a badge project.

01

This fits when

  • Organisations with customer-facing AI in production.
  • Teams that have built agents with access to live systems.
  • Anyone whose customers or insurers have asked for AI testing evidence.
  • Product teams shipping AI features into regulated environments.
02

The usual trigger

  • A customer-facing AI feature has gone live.
  • An agent now has write access to production systems.
  • A customer or insurer has asked for testing evidence.
  • A near-miss internally that nobody could explain.

Why AI systems fail differently, and why a standard pen test misses it

A conventional penetration test looks for flaws in code and configuration. AI systems add a category neither of those covers: the system does what it is told by whoever is talking to it, and the instructions arrive in the same channel as the data.

That produces failure modes with no real equivalent in traditional application security.

01

Prompt injection

Instructions smuggled into content the model reads.

02

Indirect injection

The payload sitting in a document, a webpage or an email the model will later process.

03

Tool abuse

An agent persuaded to use its legitimate permissions for an illegitimate purpose.

04

Extraction

Coaxing out system prompts, training data or other users' content.

05

Remediation is architectural

None of these are bugs in the conventional sense. There is no line of code to fix, which is why the remediation is usually architectural: permission boundaries, output handling, and what the system is allowed to do rather than what it is allowed to say.

Testing without a threat model finds the wrong things. We model what an attacker would actually want from your system before we start trying to get it.

Four artefacts. Each one yours to keep.

  • 01

    Adversarial findings report

    Every finding with severity, reproduction steps and the attack path, mapped to OWASP LLM Top 10.

    ReportEngineering and executive versions
  • 02

    Threat model

    What an attacker would want from this system and how they would go about getting it, built before testing starts.

    Threat model documentArchitecture team
  • 03

    Remediation guidance

    Architectural and control-level fixes, prioritised, with the trade-offs stated.

    Report sectionEngineering
  • 04

    Retest

    One retest of remediated findings, included rather than quoted separately.

    Retest reportWithin 90 days

The whole system is visible before work begins.

01

Prompt-level

  • Direct prompt injection
  • Jailbreak and guardrail bypass
  • System prompt extraction
02

Indirect and supply chain

  • Indirect injection via documents and web content
  • RAG corpus poisoning
  • Third-party model and plugin paths
03

Agent and tool abuse

  • Tool invocation abuse
  • Permission boundary testing
  • Chained action exploitation
04

Data exposure

  • Training and fine-tuning data extraction
  • Cross-tenant and cross-session leakage
  • PII handling under adversarial input
05

Output handling

  • Downstream injection via model output
  • Insecure output rendering
  • Trust boundary review
06

Denial and cost

  • Resource exhaustion
  • Cost-amplification attacks
  • Rate and quota abuse

A useful boundary is part of the deliverable.

Included

  • Prompt-level testing
  • Indirect and supply-chain testing
  • Agent and tool abuse testing
  • Data exposure testing
  • Output handling review
  • Denial and cost testing

Not included

  • Remediation: We find and guide. Engineering the fixes is your team's work or separate scoped work.
  • Model accuracy or bias evaluation: A data science engagement, not a security one.
  • Conventional application penetration testing: If the surrounding application also needs testing, we scope that separately.
  • Production disruption: Testing is conducted against agreed environments within agreed windows. We do not test production without written authorisation.
  • Continuous testing: This is a point-in-time engagement. Models change; we state the review horizon.

A traceable path from scope to evidence.

01

Threat modelling

What an attacker wants from this system, and the paths to it. Done before any testing.

Produces The threat model
02

Reconnaissance and mapping

System boundaries, tool access, data flows and trust boundaries mapped.

Produces Attack surface map
03

Adversarial testing

Structured testing across the six domains, with everything reproducible.

Produces Raw findings with reproduction steps
04

Analysis and severity

Findings rated, mapped to OWASP LLM Top 10, and assessed for real-world exploitability.

Produces Rated findings
05

Reporting and readout

Report, engineering walkthrough, and remediation sequencing.

Produces The findings report + readout
Mapped againstOWASP LLM Top 10OWASP Machine Learning Top 10MITRE ATLASPTESNIST AI Risk Management Framework

4 to 8 weeks of work.

Elapsed time and customer effort are separated because they are not the same number.

Week 1

Threat modelling and scoping

What an attacker wants from this system, and the paths to it.

Customer effort

One half-day workshop with the product and engineering leads.

Week 2

Reconnaissance, environment access and mapping

System boundaries, tool access, data flows and trust boundaries mapped.

Customer effort

Test environment provisioning and access. This is usually the item that sets the pace.

Weeks 3 to 5

Adversarial testing

Structured testing across the six domains, with everything reproducible.

Customer effort

A technical point of contact for roughly two hours a week.

Weeks 6 to 7

Analysis, severity rating and reporting

Findings rated, mapped to OWASP LLM Top 10 and assessed for real-world exploitability.

Customer effort

One clarification session.

Week 8

Readout and remediation sequencing

Report, engineering walkthrough and remediation sequencing.

Customer effort

One 90-minute engineering walkthrough.

External

Retest of remediated findings

Within 90 days of the readout.

Customer effort

Scheduled by you; not controlled by us.

Our work: 4 to 8 weeks

Test whether AI Red Teaming & LLM Security
is the right next move.

We will cover likely scope, cost and fit.

Book a confidential strategy sessionWith Steve Sharma, who would lead.

Named lead. Direct assessment.

Portrait of Steve Sharma
Your red teaming lead

Steve Sharma

Founder & Principal

Leads the threat modelling and reviews every finding before it reaches the report.

ASD-endorsed IRAP AssessorCISSPCREST

Every engagement has a named lead. Where a second executive or specialist is needed, they are named in the proposal and subject to client approval.

Review leadership record

Three decisions.
Accountability.

01

Threat model first, testing second.

Testing without a model finds the wrong things. Ours is a deliverable, not an internal artefact.

02

Findings mapped to a published framework.

OWASP LLM Top 10 and MITRE ATLAS, so your engineers and your auditors can both use the report.

03

A retest is included, not quoted later.

One retest of remediated findings within 90 days is in the fee. A finding you cannot prove you closed is not closed.

What this engagement does not claim.

01
Remediation

We find and guide. We do not engineer the fixes.

We never test remediation we built ourselves.

02
Model quality

We do not evaluate model accuracy, bias or performance.

That is a data science engagement, not a security one.

03
Operations

We are not a managed security service.

We do not provide continuous testing. This is a point-in-time engagement with a stated review horizon.

04
Production

We do not test production systems without written authorisation.

Testing runs against agreed environments within an agreed window.

What this work produces

SaaS / technology120 to 300 staffAnonymised, permission on file
The challenge

A customer-facing assistant with access to account data had shipped without adversarial testing, and an enterprise prospect made testing evidence a condition of the contract.

The approach

Threat modelling in week one established that the material risk was indirect injection through uploaded documents rather than direct prompting. Testing was weighted accordingly rather than spread evenly.

More of the work
6findings

Two rated high, both in the document ingestion path that the original scope had treated as out of scope. All closed and retested within the 90-day window.

From · confirmed in writing after scoping

Register to see indicative fees

Price your scope

What moves the fee

+Increases the fee

Per additional system in scope.

+Increases the fee

Where agents hold write access, adding agent and tool complexity.

+Increases the fee

Where a full attack chain is required rather than finding verification.

Scope confirmed in writing after the threat modelling workshopOne retest of remediated findingsEngineering and executive report versionsReadout and remediation sequencing

Where this sits in the wider programme.

Sometimes the best recommendation is a smaller service, or a later date.

The questions that change the decision.

Substantially. A conventional test looks for flaws in code and configuration. AI systems fail because they do what they are told, and the instructions arrive in the same channel as the data, which is a category conventional testing does not cover.

If AI Red Teaming & LLM Security is what you need, the next step is a conversation about scope.

A 45-minute conversation with Steve Sharma, who would lead the engagement: what your scope actually looks like, what it would cost, and whether this is the right service for you at all.

Book a confidential strategy sessionFree AI Risk Self-AssessmentView pricing