CREST CERTIFIED AI TESTERS

AI & LLM Penetration Testing Services in Australia

Penva Security delivers CREST-certified, manual AI and LLM penetration testing for Australian businesses — testing chatbots, copilots, RAG systems, AI agents, model integrations and LLM-powered workflows for prompt injection, data leakage, insecure tool use, excessive agency and business logic abuse that automated scanners and AI-only tools often miss.

Every AI security test is performed by a human OSCP- and CREST-qualified offensive security expert, delivered with an audit-ready report for ISO 27001, SOC 2, PCI DSS, HIPAA and APRA CPS 234 — and includes a free remediation retest within 60 days.

Certified AI Testers

Audit-Ready AI Reports

Manual AI/LLM Testing

Definition

What Is AI & LLM Penetration Testing?

AI and LLM penetration testing is a controlled, manual security assessment where CREST-certified ethical hackers simulate real-world attacks against chatbots, copilots, AI agents, RAG pipelines, model integrations and LLM-powered applications. The goal is to identify exploitable AI risks such as prompt injection, sensitive data disclosure, insecure output handling, tool abuse, excessive agency, model denial of service and tenant data leakage before attackers find them.

Unlike automated AI scanning, a true AI penetration test validates how the system behaves across prompts, roles, data sources, tools, APIs, guardrails and business workflows. A skilled tester chains AI, application and access-control weaknesses into high-impact attack paths and produces a short, prioritised list of confirmed, exploitable findings with proof-of-concept evidence, business impact and developer-ready remediation guidance.

For Australian businesses, AI and LLM penetration testing is strong evidence for ISO/IEC 27001:2022 controls A.8.8 and A.8.29, SOC 2 Trust Services Criterion CC7.1, APRA CPS 234, privacy assurance and customer security reviews.

To understand our wider security service, visit our penetration testing services at Penva Security.

Use Cases

When You Need an AI/LLM Pentest

Most Australian businesses engage Penva Security for one of six clear AI security risk triggers – each maps to a compliance requirement, customer assurance request, AI product launch, or high-impact security event.

🚀

Pre-Launch Assurance

Before launching a new product, customer portal, or major feature release. Identifies vulnerabilities while remediation is cheapest — pre-production.
📋

Annual Compliance

ISO 27001, SOC 2, and PCI DSS all expect at least an annual web application pentest. Auditors require a CREST-certified report as evidence.
🔁

After Major Changes

New authentication flows, payment integrations, role/permission changes, or framework upgrades — PCI DSS Req. 11.4 mandates testing after any significant change.
📑

Vendor Security Questionnaires

Enterprise procurement and government supply-chain customers increasingly demand evidence of independent CREST-accredited penetration testing before signing.
🛡️

APRA CPS 234

Financial services entities regulated by APRA must regularly test the effectiveness of information security controls — and demonstrate that testing to the regulator.
⚡

Post-Incident Review

After a near-miss, breach, or suspicious activity. Validates whether the underlying cause has been remediated and identifies adjacent weaknesses.
Coverage

AI & LLM Penetration Testing Approach

Every Penva Security AI engagement follows the OWASP Top 10 for LLM Applications 2025, OWASP GenAI guidance, NIST SP 800-115 and PTES. We test AI systems the way attackers do: by chaining prompt, retrieval, tool, identity, data exposure and workflow issues to demonstrate real business impact.

  • OWASP LLM Top 10 Testing

    Coverage of the OWASP Top 10 for LLM Applications, including prompt injection, sensitive information disclosure, insecure output handling and excessive agency.

  • Prompt Injection & Jailbreaks

    Testing direct and indirect prompt injection, jailbreaks, role override attempts, instruction hierarchy abuse and guardrail bypasses.

  • RAG & Data Leakage Testing

    Testing retrieval-augmented generation, vector search, document access controls and tenant isolation for sensitive data disclosure.

  • Insecure Output Handling

    Testing whether model outputs can trigger XSS, SSRF, command injection, unsafe code execution, policy bypass or downstream system abuse.

  • Agent & Tool Abuse

    Testing AI agents, plugins, tools and function calls for unauthorised actions, excessive permissions and unsafe workflow execution.

  • Chatbots, Copilots & AI Apps

    Security testing for public chatbots, internal copilots, AI assistants, RAG apps, AI agents and LLM-powered workflows.

  • Model DoS & Cost Abuse

    Testing prompts, loops, file inputs and workflows that may cause resource exhaustion, excessive token usage or operational cost spikes.

  • Supply Chain & Plugin Risks

    Reviewing model providers, plugins, dependencies, data connectors, prompt templates and third-party integrations for trust boundary risks.

  • API, Auth & Tenant Isolation

    Testing the APIs, authentication, user roles, tenant isolation and backend controls behind LLM-powered applications.

  • Governance, Logging & Remediation

    Reviewing audit logging, abuse monitoring, safety controls, secure fallback handling and developer-ready remediation evidence.

Methodology

Our Four-Phase AI/LLM Pentest Process

Aligned to the OWASP Top 10 for LLM Applications 2025, OWASP GenAI Security guidance, NIST SP 800-115, and the Penetration Testing Execution Standard (PTES).

1
Input
1 day
2
Execution
5-7 days
3
Reporting
1 day
4
Retesting
1 day
Outcome

Benefits of AI & LLM Penetration Testing Service

With Penva’s human-led, AI-assisted AI and LLM penetration testing services, you can find exploitable AI security risks before attackers do, protect customer data, reduce model abuse, strengthen stakeholder confidence, and prove your AI security posture with a clear, audit-ready report.

Find Hidden Weaknesses Before Hackers Do

Penetration testing uncovers hidden weaknesses in your system before real attackers can exploit them, allowing you to address issues promptly.

Avoid Costly Data Breaches

A single cyberattack can lead to stolen customer info, lawsuits, or fines. Penetration testing helps prevent this.

Meet Legal Requirements & Compliance in Australia

Industry standards (such as ISO 27001) and Australian regulations, including the ACSC Essential Eight and the Privacy Act 1988, mandate regular security checks. Penetration testing ensures compliance and helps avoid fines and data breaches.

Build Customer Trust

Customers feel safer knowing you care about their data, and It boosts your reputation as a secure and reliable business.

Why Human-Led Testing

Penva vs AI-Only and Generic Pentest Firms

Fully AI-driven scanners and autonomous pentesting platforms find known patterns at machine speed – but they consistently miss the vulnerabilities that cause real breaches. Here’s how Penva Security compares.

Capability
Penva Security
AI-Only Pentest
Generic Pentest Firm
Business Logic Flaws
✓Found & chained
✗Missed entirely
✓Sometimes found
Manual Exploitation
✓100% manual, OSCP-level
✗Pattern-matching only
✓Partial, scanner-led
Certified Testers
✓OSCP + CREST
✗No human tester
✓Often outsourced
Live Vulnerability Sheet
✓Real-time, shared
✓Dashboard only
✗End-of-test report
Free Remediation Retest
✓Included, 60 days
✓Continuous (subscription)
✗Often paid extra
False-Positive Rate
✓Near zero (manually verified)
✗High
✓Low
Audit Acceptance
✓Recognised by auditors
✗Often not accepted alone
✓Accepted
Australian-Based Tester
✓Local, AU jurisdiction
✗Cloud platform, often US
✓Mixed
Deliverables

What You Receive After an AI/LLM Penetration Test

You receive an audit-ready AI and LLM penetration testing report with confirmed vulnerabilities, proof-of-concept prompts, affected workflows, CVSS risk ratings, business impact and developer-ready remediation guidance, giving your team and stakeholders clear evidence of your AI security posture.

Penetration Test Report

A comprehensive document detailing identified vulnerabilities, potential risks, and prioritized recommendations.

Includes Executive summary alongside technical evidence like attack paths and severity scores (CVSS) for your IT team.​

Remediation Plan and Support

Provides step-by-step instructions and direct collaboration with the dev team to implement fixes, ensuring risks are eliminated.

If required, receive a follow-up report confirming all issues are resolved for accountability and compliance.

Certification of Testing

Official validation that your systems were rigorously tested and meet industry security standards.

Offers formal documentation (e.g., compliance with GDPR, PCI DSS) to demonstrate due diligence to clients, auditors, or regulators.

Compliance

Audit-Ready for Every Major Framework

Every Penva Security report is purpose-built to satisfy auditors, with the executive summary, CVSS 3.1 scoring, evidence appendix, and formal letter of attestation that compliance assessors require.

ISO/IEC 27001

Controls A.8.8, A.8.29, A.5.23 — technical vulnerability management and secure development.

SOC 2 Type II

Trust Services Criterion CC7.1 — vulnerability identification and remediation evidence.

PCI DSS v4.0

Requirement 11.4 — annual application penetration testing and after every significant change.

APRA CPS 234

Information security controls testing for Australian banks, insurers, and superannuation funds.

Essential Eight

ASD/ACSC mitigation strategies — application security validation evidence.

HIPAA

Technical safeguards for healthcare applications handling protected health information.

GDPR & Privacy Act

Article 32 / APP 11 — appropriate technical measures for personal data protection.

ST4S

Safer Technologies for Schools framework — applications used in Australian education.
CASE STUDIES

Pentest Results that Pass Audits

How Penva Security helped businesses pass ISO 27001 and SOC 2 audits with penetration testing reports that satisfied assessors, closed critical gaps, and gave clients the confidence to scale securely.

Why Choose Us

We have partnered with organizations across critical sectors, including finance, education, e-commerce, and healthcare, to enhance their security posture, meet compliance requirements, and confidently pass audits.

We’ve identified critical vulnerabilities in 70% of tested applications, including server compromises and leaked credentials, and helped secure their applications and infrastructure.

Clients Served
0 +
Critical issues found
0 %
Organisations Protected
0 +
Client Satisfaction Rate
0 %

Accreditations & Certifications

Others
Recommended
Penva Security
Specialization
Offer broad cybersecurity services with limited pentest focus
Focused and deeply specialized in penetration testing only
Pricing
High quotes with only single actual resource on the project
Affordable and flexible pricing tailored to project needs
Transparency
No visibility throughout the penetration test engagement
Transparency via shared sheet tracking all test cases in real time
Collaboration
One-off report delivery after the penetration test is completed
Continuous collaboration with devs & providing a clean report at the end
Certifications
General security certs, often lacking pentest specialization
Specialized pentest certs that take years to achieve

Brand Name

Certification

Certification Worth

OSCP by Offensive Security
OSCP+ by Offensive Security

The OSCP (Offensive Security Certified Professional) is a highly regarded certification that validates practical penetration testing skills and is globally recognized by employers and regulators.

CREST Practitioner Security Analyst (CPSA)
CREST Registered Penetration Tester (CRT)

CREST partners with national bodies in the UK, US, Australia, and Singapore, ensuring global recognition and compliance with the highest cybersecurity standards.

CRTO by Zero-Point Security

This certification demonstrates the ability to think and act like a real attacker, simulating advanced cyberattacks to help organizations identify and remediate hidden weaknesses before they can be exploited.

 Penva Security holds globally recognised, specialized penetration testing certifications that take years to earn.

Reviews and Clients

Our Team's Certification

Our team holds industry-recognized pentest certifications that take years to achieve.

FAQ

AI & LLM Penetration Testing - Common Questions

Direct answers to the AI and LLM security testing questions Australian businesses ask most often.

What is AI and LLM penetration testing?

AI and LLM penetration testing is a controlled security assessment of applications that use large language models, generative AI, AI agents, RAG pipelines, plugins, tools, vector databases, and model-connected workflows. Penva tests how attackers could manipulate prompts, extract sensitive data, abuse tool access, bypass guardrails, poison retrieval content, trigger insecure outputs, or chain AI behaviour with traditional application and API vulnerabilities.

How much does AI and LLM penetration testing cost in Australia?

AI and LLM penetration testing in Australia typically starts from AUD $2,000 for a focused assessment. The final price depends on the number of AI workflows, model integrations, user roles, tools or agents, RAG sources, API endpoints, data sensitivity, and whether the system includes autonomous actions such as email, file access, code execution, payments, or customer support workflows. Penva provides a fixed-price quote after a free scoping call.

How long does an AI or LLM pentest take?

Most AI and LLM penetration tests take 5 to 10 business days of active testing, plus 1 to 2 days for reporting. A simple chatbot can often be assessed faster, while a complex AI agent with RAG, tool use, API integrations, user permissions, and sensitive data access may take 2 to 3 weeks. Penva shares findings progressively so engineering teams can begin guardrail and access-control fixes early.

Is AI and LLM penetration testing required for ISO 27001, SOC 2 or compliance?

It is increasingly expected when AI systems process sensitive data or influence business decisions. ISO 27001, SOC 2, privacy reviews, enterprise procurement, and AI governance programs commonly require evidence that high-risk systems are security tested. Penva provides audit-ready AI and LLM pentest reports covering prompt injection, sensitive data exposure, tool abuse, insecure outputs, access control, logging, and remediation validation.

What is the difference between AI red teaming and AI penetration testing?

AI red teaming often focuses on model behaviour, safety, jailbreaks, harmful outputs, and misuse scenarios. AI penetration testing focuses on exploitable security risk across the full application, including prompts, APIs, authentication, authorisation, tools, plugins, RAG content, vector databases, data flows, and backend systems. Penva combines AI-specific testing with traditional application security to identify real compromise paths, not just unusual model responses.

Do you use AI or automated tools to perform the test?

Penva uses AI carefully as an assistant, not as the tester. AI tools can help generate payload variations, map workflows, and improve coverage, but every finding is manually validated by a human penetration tester. This is essential for AI systems because impact depends on context, permissions, tool access, data exposure, business logic, and whether an attacker can turn model behaviour into a real security outcome.

What methodology do you follow for AI and LLM pentesting?

Penva follows the OWASP Top 10 for Large Language Model Applications, OWASP API Security Top 10, OWASP Top 10, NIST SP 800-115, and practical AI red-team testing methodology. Our process covers scoping, AI workflow mapping, prompt and context analysis, RAG and data-source review, tool and agent permission testing, exploit validation, traditional API testing, reporting, and remediation retesting.

Will AI and LLM penetration testing affect my live users?

Penva tests AI and LLM systems in staging or controlled environments by default to reduce risk to production users, customer data, model costs, and business workflows. If production testing is required, we coordinate test accounts, approved prompts, rate limits, and safe execution boundaries. For AI agents with tool access, we confirm permissions and non-destructive testing rules before attempting exploit validation.

Do you provide a free retest after we fix the vulnerabilities?

Yes. Every Penva fixed-price AI and LLM penetration test includes one free retest within 60 days of the original engagement. After remediation, we re-check prompt injection paths, access-control fixes, tool restrictions, data exposure controls, insecure output handling, and other reported issues. The updated report can be used for customer assurance, compliance, procurement, and internal AI governance evidence.

Are Penva’s AI and LLM pentesters CREST-certified?

Yes. Penva’s testers hold recognised penetration testing certifications including CREST, OSCP, and CRTO experience across web applications, APIs, cloud, identity, and AI-enabled systems. This matters because serious AI security issues often require both AI-specific testing and traditional exploitation skills across APIs, access control, backend services, and cloud environments.

How often should I get an AI or LLM pentest?

AI and LLM systems should be tested before launch, after major model or prompt changes, after adding new tools or agents, after connecting new data sources, and at least annually for compliance or customer assurance. Systems that process sensitive data, perform actions, or influence high-risk business decisions should be tested more frequently because AI behaviour, prompts, integrations, and retrieval content change over time.

What types of AI and LLM vulnerabilities do you find most often?

Penva commonly finds prompt injection, indirect prompt injection through documents or web content, sensitive information disclosure, insecure output handling, excessive agency, weak tool permissions, insecure plugin or API integrations, RAG data leakage, vector database exposure, weak tenant isolation, model denial-of-service risks, guardrail bypasses, and traditional access-control flaws around AI workflows.

Which industries do you serve in Australia?

Penva supports SaaS platforms, FinTech, healthcare, education, e-commerce, professional services, AI startups, and government supply-chain vendors across Australia. We work with teams in Melbourne, Sydney, Brisbane, Perth, Adelaide, and Canberra that are building AI chatbots, AI agents, internal copilots, customer support assistants, RAG search systems, and AI-enabled business workflows.

Do you sign NDAs before scoping?

Yes. Penva can sign a mutual NDA before any prompts, model architecture, RAG data sources, API documentation, credentials, customer workflows, or commercial information is shared. We can also work under your MSA, supplier agreement, data-handling requirements, or enterprise procurement process.

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