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Advanced Offensive Security & Red Teaming with AI Agents
Rating: 4.7 out of 5(16 ratings)
194 students

Advanced Offensive Security & Red Teaming with AI Agents

Hands-on red team operations across web, API, AD, network, IoT, C2, and AI-augmented pentesting with real-world labs
Last updated 1/2026
English
English [Auto],

What you'll learn

  • Plan and execute offensive security engagements using proper rules of engagement, legal boundaries, and audit-ready workflows.
  • Perform reconnaissance, scanning, and vulnerability discovery across web, API, network, and enterprise environments.
  • Exploit common and advanced web application flaws, including injection, authentication, XSS, CSRF, IDOR, and misconfigurations.
  • Assess modern APIs, GraphQL endpoints, OAuth/OIDC flows, and mobile backend attack surfaces.
  • Conduct network and Active Directory attacks, including enumeration, lateral movement, and privilege escalation.
  • Perform post-exploitation activities, persistence simulation, forensic artifact analysis, and cleanup planning.
  • Assess IoT and embedded devices through firmware analysis, protocol testing, and secure update validation.
  • Simulate command-and-control and controlled data exfiltration in a contained lab environment.
  • Integrate AI agents into recon, triage, and reporting workflows with strict human oversight and logging.

Course content

17 sections104 lectures26h 53m total length
  • 1.1 Course Orientation14:06

    Explore the course overview of offensive security with ai agents, detailing the flow, rules of engagement, safety techniques, and the integration of traditional hacking fundamentals with ai-assisted testing.

  • 1.2 Ethics and Legal considerations15:10

    Establish firm ethical and legal boundaries for offensive security by securing explicit authorization, following rules of engagement, and case studies illustrating responsible disclosure and consent.

  • 1.3 Rules of Engagement26:16

    Explain rules of engagement for offensive security with ai agents, detailing scope, authorization, evidence, liability, and third-party risk across pen testing, scanning, bug bounty, and research.

  • 1.4 Drafting an RoE20:51

    Draft a traditional ROE using NIST, PCI DSS, and SANS templates, detailing scope, authorization, time windows, and liabilities, now enhanced by AI agents with human in the loop.

  • 1.5 Full Engagement Playbook13:08

    Master the engagement playbook for safe, defensible and reproducible testing by following a pre-engagement checklist, ROE, and six phases from reconnaissance to post-engagement reporting, with ai-assisted reconnaissance and human-in-the-loop exploitation.

  • 1.6 Mini Project10:02

    Design an ai-driven engagement playbook for an offensive security exercise, define the rules of engagement and scope, coordinate reconnaissance, vulnerability scanning, and post-exploitation steps, and produce a structured audit-ready report.

Requirements

  • A basic understanding of networking, operating systems, or cybersecurity concepts is recommended.
  • Familiarity with Linux or Windows command-line environments will be helpful.
  • Learners should be comfortable setting up and working within isolated lab environments.
  • No prior red team or professional penetration testing experience is required.
  • All activities are performed in controlled, ethical, and lab-contained environments.

Description

Modern offensive security is no longer about isolated exploits or tool memorization. Real-world red team operations require disciplined methodology, legal and ethical rigour, cross-domain exploitation skills, and the ability to scale analysis and reporting—now increasingly with AI assistance under strict human control.

Advanced Offensive Security & Red Teaming with AI Agents is a comprehensive, hands-on program designed to teach how professional red teams operate across web applications, APIs, networks, Active Directory, IoT environments, and post-exploitation phases, while responsibly integrating AI agents into reconnaissance, triage, and reporting workflows.

This course begins by establishing rules of engagement, legal boundaries, lab safety, and AI guardrails, ensuring every technique is executed ethically, auditable, and compliant. From there, you progress through the full offensive lifecycle: reconnaissance and OSINT, scanning and vulnerability discovery, web exploitation aligned with the OWASP Top 10, authentication and access control failures, API and modern web security, network and Active Directory attacks, post-exploitation, and command-and-control simulation.

A unique strength of this course is its AI-augmented offensive security approach. You will learn where AI agents can accelerate recon, vulnerability triage, and reporting—and where they must be constrained with logging, audit trails, and human-in-the-loop validation to avoid unsafe or unreliable outcomes.

The course also extends beyond traditional enterprise targets into IoT and embedded device penetration testing, covering firmware analysis, embedded operating systems, wireless protocols, OTA update security, and common device misconfigurations.


Learning is reinforced through mini projects, large module projects, and two capstone engagements:

  • A full red team engagement, spanning web, API, network, AD, IoT, post-exploitation, C2 simulation, and AI agent integration.

  • An AI-augmented purple team assessment, demonstrating measurable detection and response improvements.


    By the end of this course, you will not just know how attacks work—you will understand how to plan, execute, document, and responsibly automate offensive security operations at a professional level.

Who this course is for:

  • Students, beginners, and aspiring ethical hackers wanting practical red-team and pentesting skills.
  • Aspiring red teamers and penetration testers who want real-world, end-to-end offensive security skills.
  • Security professionals seeking hands-on experience across web, API, network, AD, and IoT attack surfaces.
  • Ethical hackers who want to move beyond tools into methodology, engagement planning, and reporting.
  • Professionals interested in responsibly integrating AI agents into offensive security workflows.
  • Blue team or purple team practitioners who want deeper insight into attacker behavior and detection gaps.