SEC536: Adversarial AI - Penetration Testing AI Systems


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For years, multi-factor authentication was the main defense for identity protection. But in 2025 and 2026, attackers found scalable ways to bypass it. Now, adversary-in-the-middle phishing kits and token replay attacks are common in major threat reports. These techniques have become so widespread that password-plus-OTP MFA no longer stops skilled attackers.
This 50-minute session will show how token-theft attacks really work. It's designed for defenders who know the headlines but want to understand the details. We'll begin with a quick overview of OAuth tokens (access, refresh, ID, and primary refresh tokens) to set the stage. Next, we'll break down the AiTM phishing pattern using popular toolkits, see how a stolen refresh token can extend access beyond the original session, and look at Storm-0558 as a case study in large-scale token abuse. The session is meant to illustrate key ideas, not cover every attack. The goal is to help you build a defender's mental model.
We'll finish by looking at controls that really make a difference: phishing-resistant authentication like FIDO2, passkeys, and certificate-based methods, as well as Continuous Access Evaluation, Token Protection, and Conditional Access patterns that connect them. You’ll leave with a better idea of where your authentication setup is strong, where it might be weak, and what questions to discuss with your identity team.
Who Should Attend
Learning Objectives
This session supports concepts from SEC559: Cloud and Hybrid Identity Security. To learn more, explore upcoming course runs, and access your free course preview, visit www.sans.org/sec559


Maxim Deweerdt is a Principal SANS Instructor and author of SEC559: Cloud and Hybrid Identity Security. With 15+ years in cyber defense, he brings deep expertise in identity-driven attacks, SOC operations, and detection engineering to every class.
Read more about Maxim Deweerdt