// ai & llm agent security

LLM Application Penetration Testing

An LLM application is more than a model — it's prompts, plugins, APIs, data stores and the code wiring them together. We assess the whole system against the OWASP Top 10 for LLM Applications plus classic web and API flaws, for Cyprus businesses.

We test where AI-specific and traditional vulnerabilities meet, which is where real incidents happen.

What we test

  • Prompt injection & output handling
  • Insecure plugin & tool integration
  • Sensitive information disclosure
  • Excessive agency & over-permissioning
  • Traditional web/API flaws in the stack
  • Model denial-of-service & cost abuse

Common vulnerabilities we uncover

  • Prompt injection and insecure output handling
  • Insecure plugin and tool integration
  • Sensitive information disclosure
  • Excessive agency and over-permissioning
  • Model denial-of-service and cost abuse
  • Classic web/API flaws in the surrounding stack

How we run your LLM Application Penetration Testing

  1. Kick-off & scoping. A short call to agree goals, in-scope assets and rules of engagement, so your llm application penetration testing is safe, authorised and aimed at your real business risk.
  2. Mapping & discovery. Before touching anything we map the full attack surface in scope, so nothing exploitable slips through.
  3. Hands-on testing. Cyprus-based specialists exploit and chain weaknesses manually — the flaws scanners walk straight past — to show genuine impact.
  4. Reporting. Each issue is verified, CVSS-rated and documented with a step-by-step reproduction and a practical fix your team can apply.
  5. Free retest. Once you have remediated, we re-test at no extra cost to confirm the attack path is truly closed.

What you receive

  • Full-stack LLM app findings
  • OWASP LLM Top 10 coverage
  • Reproducible PoCs & remediation
  • Free retest after remediation

Your deliverables

When your llm application penetration testing wraps up, you receive a clear, audit-ready report plus a walkthrough call with your team. Inside you will find:

  • A concise executive summary that management and the board can act on
  • Every technical finding with a reproducible, copy-paste proof of concept
  • CVSS v3.1 ratings and plain-language business impact for each issue
  • Practical, prioritised remediation your developers can implement straight away
  • A free retest and updated finding status once fixes are in place
  • A signed attestation letter for clients, auditors, GDPR, NIS2 and ISO 27001

Standards & frameworks

OWASP Top 10 for LLM Applications OWASP Web/API Top 10 NIST AI RMF MITRE ATLAS

What you gain

By the end of your llm application penetration testing, you will know exactly which weaknesses a real attacker could exploit, what it would cost your business, and the precise order in which to fix them — backed by evidence, not a scanner’s guesswork. Cyprus firms use our findings to close critical gaps, satisfy client and regulator security questionnaires, and demonstrate due diligence for GDPR and NIS2. With a free retest included, you also get documented proof the issues are resolved.

Working with us

Every llm application penetration testing begins with a short, no-obligation scoping call to understand your goals, environment and constraints, followed by a fixed-price proposal. Most work is delivered remotely, and because we are based in Cyprus we work in your timezone with on-site visits across Limassol, Nicosia and island-wide where it helps. We keep you updated throughout and flag any critical finding immediately rather than waiting for the report. Everything is covered by a signed NDA and safe, non-disruptive testing that protects your production systems. You receive your report, a walkthrough and a complimentary retest once fixes land. Engagements are typically booked one to three weeks ahead, and urgent testing can often be arranged — just email hi@cypruspentest.com.

Why Cyprus businesses choose CyprusPentest

Your llm application penetration testing is run by senior offensive-security specialists who test the way genuine attackers do — manually, creatively and focused on proving real impact. What sets us apart:

  • Based in Cyprus — local, in your timezone, with on-site coverage across Limassol and Nicosia.
  • Manual, exploit-led testing that chains vulnerabilities the way an attacker would, well beyond automated scanners.
  • Reproducible proof for every finding, with copy-paste steps your team can independently verify.
  • Compliance-ready reporting that supports GDPR, NIS2, ISO 27001 and CySEC expectations.
  • A free retest so you have documented evidence your fixes actually hold.
  • Fixed-price and responsive, with a named point of contact from scoping through to retest.

Explore related services

LLM Application Penetration Testing pairs well with our other Cyprus penetration testing services for fuller coverage. You may also want:

  • Prompt Injection Testing — Prompt injection testing in Cyprus. Direct and indirect injection testing across every untrusted input for Cyprus…
  • RAG Pipeline Security Assessment — RAG security assessment in Cyprus. Vector-store poisoning, leakage and access-control testing for Cyprus AI knowledge-base products.
  • Web Application Penetration Testing — Web application penetration testing in Cyprus. Manual, exploit-led testing for Limassol & island-wide businesses — OWASP-aligned,…

Frequently asked questions

Does this replace a web pentest?
It includes web and API testing of the stack; large apps may warrant a dedicated web pentest too.
Do you test chatbots and copilots?
Yes — customer chatbots, internal copilots and embedded assistants.
Is traditional web security still relevant?
Very — many high-impact findings are classic web/API flaws around the model.
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book a llm application penetration testing

Tell us about your systems and goals. A Cyprus-based specialist will reply with scope and a fixed-price quote, usually within one business day.

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