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Covers attacking AI systems across recon of endpoints and APIs, threat modeling agent permissions, finding vulns in LLMs and RAG, exploiting AI infra, and poisoning supply chains

58 guides 6 phases
1 min read Created: Mar 18, 2026 Updated: Jul 13, 2026

AI and machine learning systems introduce a new class of attack surfaces to pentesting. As organizations deploy large language models (LLMs), ML inference APIs, and AI-powered applications, these systems become targets for prompt injection, model manipulation, and data extraction. AI security testing requires understanding both traditional application security and the unique behaviors of ML models.

AI-specific attacks focus on prompt injection (direct and indirect), jailbreaking model safety filters, training data extraction, model inversion, adversarial inputs that cause misclassification, and supply chain risks from poisoned models or compromised model repositories. LLM-integrated applications are particularly vulnerable where user input reaches the model alongside system prompts or retrieval-augmented generation (RAG) context.

This section covers AI security testing techniques: enumeration of model capabilities, system prompts, and tool integrations, exploitation through prompt injection to bypass access controls or exfiltrate data, manipulation of AI-powered decision systems, and assessment of ML supply chain risks including model provenance and dependency poisoning.

Reconnaissance

Guides for mapping AI endpoints, models, APIs, and dependencies

6

Discovering AI Applications and LLM Endpoints

Techniques for identifying exposed AI/LLM endpoints, APIs, and model interfaces during recon, including fingerprinting frameworks, discovering hidden routes, and mapping AI attack surfaces.

Mar 18, 2026 • 2 min read

Finding AI Supply Chain Components

Techniques for mapping AI supply chain components including models, datasets, APIs, and dependencies to identify attack surfaces in AI platform environments.

Mar 18, 2026 • 4 min read

Threat Modeling

Guides on mapping AI trust boundaries, agent permissions, and targets

5

Vulnerability Discovery

Guides covering vuln discovery in LLM, RAG, MCP, and AI infra

6

Detecting Insecure Tool Integrations in AI Agents

Identifies security flaws in AI agent tool integrations, covering authentication gaps, input validation failures, and unsafe API connections that expose systems to exploitation.

Mar 18, 2026 • 5 min read

Identifying Exposed MCP Surfaces

Techniques for discovering exposed Model Context Protocol endpoints, authentication gaps, and misconfigured AI platform attack surfaces during reconnaissance.

Mar 18, 2026 • 2 min read

Identifying RAG Pipeline Poisoning Opportunities

Techniques for identifying attack surfaces in RAG pipelines, including document ingestion vectors, embedding manipulation, and retrieval mechanism abuse for security assessment.

Mar 18, 2026 • 4 min read

Exploitation

Exploit LLM apps, RAG pipelines, agents, and AI infrastructure

31
5 steps

Embeddings and Model Internals

Exploiting embedding spaces and model internals to extract sensitive information, reverse-engineer training data, and manipulate AI platform behaviour.

Mar 26, 2026 • 2 min read

Adversarial Examples Against AI Models

Craft adversarial inputs to manipulate AI model outputs, exploiting gradient-based perturbations and transferability to bypass classifiers and deceive neural networks.

Mar 26, 2026 • 3 min read

Membership Inference Attacks Against AI Models

Demonstrates how adversaries query AI models to determine if specific data was used in training, exploiting membership inference to leak sensitive training set information.

Mar 26, 2026 • 3 min read

Model Extraction via Query Enumeration

Systematically query AI models to reverse-engineer architecture, training data, and decision boundaries through crafted input enumeration and response analysis.

Mar 26, 2026 • 2 min read

Post-Exploitation

Guides on persistence, pivoting, and data extraction from AI systems

5

Enumerating Connected Tools and Services

Techniques for discovering and mapping tools, APIs, and external services connected to compromised AI platforms to expand attack surface visibility.

Mar 26, 2026 • 4 min read

Supply Chain Attacks

Guides on poisoning datasets, weights, adapters, and pipelines

5

Compromising Model Fine-Tuning Pipelines

Exploiting vulnerabilities in ML fine-tuning workflows to inject malicious weights, backdoors, or poisoned datasets into AI model supply chains.

Mar 26, 2026 • 4 min read

LoRA and Adapter Backdoors

Explores backdoor injection via malicious LoRA adapters and fine-tuning layers, targeting AI model supply chains to compromise downstream deployments.

Mar 26, 2026 • 2 min read