AI Penetration Testing & Red Teaming
Adversarial testing for LLMs, agents, and AI-powered products. Prompt injection, jailbreak engineering, agent red teaming, RAG and retrieval poisoning, model supply-chain review, and output-handling attacks — delivered by a senior practitioner who has tested AI systems from seed-stage products to global-enterprise platforms.
What we test.
Eight focused attack surfaces. Every engagement is shaped to your system — chat, agent, RAG, internal copilot, multi-tenant platform — rather than run from a checklist.
Prompt injection & jailbreak engineering
Direct and indirect prompt injection across user input, retrieved documents, tool output, and multi-modal payloads. System-prompt extraction, alignment bypass, and persistent-context attacks against production guardrails.
Agent red teaming
Goal-oriented attacks on autonomous agents — tool and function abuse, planner hijacking, scratchpad manipulation, lateral pivots through MCP servers, and coercing agents into privileged actions on your real infrastructure.
RAG, retrieval & memory poisoning
Adversarial documents in vector stores, embedding-collision attacks, instruction smuggling through retrieved context, long-term memory poisoning, and exfiltration of sensitive corpora through crafted queries.
Tool & function-call abuse
Argument injection across function-calling and tool-use APIs, confused-deputy chains between connected tools, SSRF via fetched URLs, and abuse of file, code-exec, and shell tools wired into agent stacks.
Model supply-chain review
Provenance and integrity of base models, fine-tunes, LoRAs, and adapters. Hugging Face dependency review, pickle and serialization risks, poisoned-weights detection, and review of model-loading code paths.
Output handling & downstream impact
Where model output flows into your stack — XSS via rendered markdown, SQL/NoSQL injection through generated queries, deserialization, broken access control via LLM-generated authorization decisions, and data leakage in logs and traces.
Training-data & PII exfiltration
Membership inference, training-data extraction, prompt-leak chains, and disclosure of customer data through inadequate context isolation in multi-tenant deployments.
Guardrail & policy bypass
Empirical testing of moderation classifiers, policy gateways, content filters, and refusal logic — including adversarial-suffix, role-play, encoding, and obfuscation chains.
Adversarial, not academic.
We don't run a benchmark, score the model, and call it a pentest. We build a threat model of your real system, attack it manually, and chain the primitives into something a board can understand.
Tested at every scale.
From a seed-stage AI feature pre-launch to a global-enterprise platform under regulatory scrutiny — the threat model and the deliverable change, the rigor doesn't.
Seed to Series-A
First-AI-feature startups, vertical AI products, and AI-native SaaS. Pragmatic threat modeling and a focused offensive review before launch or enterprise sales.
- AI copilots in vertical SaaS
- RAG over customer knowledge bases
- Single-agent chat & support apps
Mid-market & enterprise
Production AI integrated into customer-facing products and internal workflows. Multi-team threat modeling, agent platform reviews, and red-team campaigns against deployed copilots.
- Internal copilots over private data
- Multi-tenant AI features in SaaS platforms
- Agent platforms with tool & function calling
Global enterprise
Multi-region AI platforms, regulated industries, and multi-vendor model footprints. Adversarial testing aligned to ISO 42001, NIST AI RMF, and sector-specific obligations across financial services, healthcare, and the public sector.
- Bank- and insurer-grade LLM platforms
- Healthcare AI under HIPAA / HITRUST
- Multi-model gateways & enterprise MCP fleets
What lands in your inbox.
- Threat model of the AI system, its trust boundaries, and adversary objectives
- Findings ranked by exploitability and business impact — not raw severity
- Reproducible proof-of-concept payloads and exploit chains
- Concrete remediations: prompt design, guardrails, architecture, and detection
- Executive summary written for the board, technical detail written for engineers
- Optional retest after remediation
Built for teams shipping AI to production.
AI-native startups validating their first launch, product teams inside larger organizations putting copilots in front of customers, and enterprise platform teams operating multi-vendor model footprints under ISO 42001, NIST AI RMF, or sector-specific obligations.
Custom-scoped per system. Half-hour scoping call, fixed price, no mystery line items.