When the prompt becomes the payload: A practical pen-testing guide for GenAI, LLM and RAG applications
CSO Online publishes a practical penetration-testing guide for GenAI, LLM, and RAG applications, covering prompt injection, retrieval poisoning, and tenant isolation testing.
The guide frames LLM applications as attack graphs spanning prompts, retrieval layers, vector stores, tools, identities, and downstream APIs, arguing that conventional web testing misses instruction-vs-data channel risks. It builds on OWASP prompt injection guidance (direct vs. indirect injection) and NIST's 2025 adversarial machine-learning taxonomy, noting that RAG and fine-tuning do not remove injection risk. Recommended practices include documenting trust transitions across components, using canaries and synthetic records to avoid test side effects, running multi-turn and obfuscated injection campaigns, and verifying chains from poisoned documents to observable state changes. It also details testing RAG pipelines via controlled document poisoning across metadata, OCR layers, and code comments, plus cross-tenant isolation checks on retrieved document IDs.
- Treat LLM applications as attack graphs across prompts, retrieval, tools, identities, and downstream APIs.
- OWASP distinguishes direct user manipulation from indirect injection hidden in retrieved external content.
- RAG and fine-tuning do not eliminate prompt injection risk; retrieval context itself can be poisoned.
- Use canaries, synthetic records, cost ceilings, and emergency stops to prevent tests becoming incidents.
- Multi-turn, encoded, and paraphrased injections bypass controls that block single-turn jailbreak phrases.
- Vendors
- CSO Online
From the original article
7 min read at csoonline.com
Generative AI has moved well beyond the stand-alone chatbot. It now drafts code, searches internal knowledge, reviews contracts, opens support cases and, in some deployments, takes action through connected tools. That broader role changes the security question.
csoonline.com
A short excerpt; the article and its images belong to the publisher. Summary, key facts and assessment above are AI-written from the article and can be wrong.