LLM Penetration Testing
Manually test LLM applications against 40+ prompt injection and jailbreak techniques, system-prompt leakage, guardrail bypasses, and sensitive-data disclosure across the OWASP LLM Top 10.
Ship AI features with confidence in 2026. Vynox Security delivers manual, adversarial AI security audits for LLM applications, RAG pipelines, autonomous agents, and proprietary models. Our specialists uncover prompt injection, data-exposure, tool-use, and model-IP risks that automated scanners and traditional pentests can miss—then provide developer-ready evidence and remediation guidance your engineering and leadership teams can act on.
Specialized adversarial testing for the AI components, workflows, and data paths powering your product.
Manually test LLM applications against 40+ prompt injection and jailbreak techniques, system-prompt leakage, guardrail bypasses, and sensitive-data disclosure across the OWASP LLM Top 10.
Assess the full retrieval path for cross-tenant document exposure, access-control bypasses, vector database poisoning, embedding inversion, and prompt-crafted attempts to retrieve restricted content.
Test autonomous agents for tool-call injection, indirect prompt injection, goal hijacking, privilege escalation, unsafe MCP integrations, and data exfiltration through legitimate tool channels.
Measure whether adversaries can recover proprietary training data, reconstruct model behavior, fingerprint fine-tunes, or extract valuable model IP through carefully targeted queries.
Run a focused assessment of whether attackers can override instructions, extract system prompts, bypass safeguards, disclose sensitive information, or trigger unintended model behavior.
Simulate determined adversaries through scenario-driven, multi-step attack chains across models, agents, and pipelines to demonstrate realistic business impact and control gaps.
An AI security audit from Vynox Security goes beyond scanner output and generic application checks. Our experts manually probe the attack paths unique to LLMs, retrieval systems, agents, and fine-tuned models, while validating the surrounding APIs, cloud controls, and infrastructure where needed. You receive prioritized findings, evidence screenshots, CVSS scores, reproduction steps, and stack-specific fixes—plus SOC 2 and ISO 27001-ready control mapping.
See how security-conscious teams use Vynox to validate and strengthen their AI systems.
Purpose-built assurance for the attack surface modern AI products create.
Purpose-built testing covers LLMs, RAG pipelines, autonomous agents, and their supporting infrastructure.
Human-led experts validate exploitable risks rather than relying on automated scanner findings alone.
Developer-ready remediation includes reproduction steps, evidence, severity scoring, and stack-specific fix guidance.
PTaaS aligns testing with every sprint and model update, including same-day staging retests.
Responsive security specialists focused on clear, effective engagements.
Discovery Call Lead / Founder or Senior Team Member
Karan Singh is a founding team member and senior security professional at Vynox Security, where he leads discovery calls and security assessment scoping for prospective clients. As the primary booking contact for new engagements, Karan plays a pivotal role in helping organizations understand their AI and infrastructure security needs before any testing begins. With deep expertise in AI-native security testing — including LLM penetration testing, RAG pipeline security, and autonomous agent assessments — he ensures every engagement is precisely scoped to deliver maximum value. Karan is committed to making the onboarding process clear and efficient, setting the foundation for thorough, developer-ready security assessments that help clients ship AI products with confidence.
Point of Contact / Security Engagement Lead
Shubham serves as a Security Engagement Lead and primary point of contact for client engagements at Vynox Security. Known for his prompt responsiveness and seamless coordination, Shubham ensures that every security testing engagement runs smoothly from kickoff through final delivery. He acts as the bridge between Vynox's technical security team and client stakeholders, keeping communication clear, timelines on track, and deliverables aligned with each organization's specific compliance and remediation goals. Clients consistently praise Shubham for making the entire security testing process efficient and stress-free. His dedication to collaborative, responsive client engagement reflects Vynox's core commitment to being a trusted security partner for AI-powered businesses and security-conscious development teams.
An AI auditor evaluates whether an AI system can be manipulated, disclose data, misuse connected tools, or fail required security controls. For LLM products, this includes testing prompt injection, jailbreaks, system-prompt exposure, unsafe output handling, RAG retrieval controls, and agent permissions. Vynox Security documents validated findings with evidence, severity, reproduction steps, and practical remediation guidance for engineering and leadership teams.
Speak with a security specialist about your AI environment and testing priorities.
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Mapped to AI security risks
SOC 2 and ISO mapping
Book a free 30-minute discovery call to review your AI attack surface, discuss the right testing scope, and receive indicative timelines and pricing.
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