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AI Red Team / Breach & Attack Simulation Specialist

AI Red Team Specialists use automated and AI-driven tools to simulate real-world attacks against organizations and AI systems. This role combines offensive security expertise with knowledge of LLM-powered automation, agentic AI security testing, and autonomous red teaming tools to continuously validate security controls and identify weaknesses in both traditional infrastructure and AI systems.

Red Team & AI Security High Priority
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Free Learning Resources

18 Resources

Open access educational materials and documentation.

Video Beginner

Empowering the Red Team: Automation in Cybersecurity

Introduction to automation concepts for red team operations and offensive security testing.

Video Beginner

Webinar | Cymulate - Breach and Attack Simulation Made Simple

Introduction to Breach and Attack Simulation (BAS) concepts using the Cymulate platform.

Video Beginner

Automated Red Teaming Fundamentals for Cybersecurity

Foundational concepts of automated red teaming and its role in security validation.

Video Intermediate

Demo: AI Red Teaming

Hands-on demonstration of AI red teaming techniques and tools in action.

Video Intermediate

Continuous Automated Red Teaming with FireCompass

Learn how FireCompass enables continuous automated red team operations for enterprise security.

Video Intermediate

Pentera: Automated Security Validation and Red Teaming

Explore Pentera's approach to automated security validation and continuous red team testing.

Video Expert

Advanced Automated Red Teaming for AI Systems

Expert-level webinar on automated red teaming specifically designed for testing AI and machine learning systems.

Video Expert

Automating Software Security with LLMs (Offensive Use Cases and Red-Team Style Automation)

Expert deep-dive into using Large Language Models for offensive security automation and red team operations.

Video Expert

Agentic AI Red Teaming | Rob van der Veer & Ken Huang (Cloud Security Alliance)

Cloud Security Alliance experts discuss agentic AI red teaming methodologies and frameworks.

Video Intermediate

AI Red Teaming — Why & How to Jailbreak LLM Agents (YouTube / TMLS)

Conference talk on multi-turn jailbreak attacks against agents and why continuous automated red teaming is necessary.

Article Beginner to Intermediate

AI Red Teaming Beginners Guide 2026 – Secure AI Systems (Practical DevSecOps)

Long-form guide on what AI red teaming is, attack techniques, and skills; ties to CASP/CAISP certification.

Article Intermediate

Offensive Security in the Age of AI: Red Teaming LLM (OffSec)

OffSec article on its LLM Red Teaming Learning Path and hands-on labs against LLM deployments.

Video Intermediate

LLM Security – How to Move Fast and Stay Secure (QA webinar)

60-minute webinar on hacking LLM applications, prompt-extraction attacks, and practical defenses.

Article Advanced

What Features in Prompts Jailbreak LLMs? (BlackboxNLP 2025)

Research paper on 10,800 jailbreak attempts and non-linear features that predict jailbreak success.

Article Advanced

Embedded Jailbreak Templates for Advancing LLM Security (arXiv)

arXiv preprint on Embedded Jailbreak Templates (EJT) for constructing and evaluating jailbreak templates.

Article Intermediate

OWASP Top 10 LLM, Updated 2025: Examples & Mitigation (Oligo Academy)

Vendor-backed guide to each OWASP Top 10 for LLM Applications with examples and mitigations.

Event Intermediate to Advanced

WAITI 2025 – Workshop on AI for Cyber Threat Intelligence

December 2025 workshop on using AI/LLMs for cyber threat intelligence and proactive defense.

Event Advanced

Lock-LLM Workshop at NeurIPS 2025

Workshop on preventing unauthorized knowledge use from LLMs: un-distillable, un-finetunable, un-compressible, un-editable, un-usable models.