SEC536: Adversarial AI - Penetration Testing AI Systems


Experience SANS training through course previews.
Learn MoreLet us help.
Contact usBecome a member for instant access to our free resources.
Sign UpWe're here to help.
Contact UsHosted by Ryan Chapman and Mari DeGrazia

Are you staying ahead of today’s ransomware threats? Do you understand how modern ransomware groups are evolving and what that means for your organization?
Stay Ahead of Ransomware is a SANS livestream designed to keep you informed, prepared, and one step ahead of adversaries. Join SANS Certified Instructors Ryan Chapman and Mari DeGrazia as they break down the latest ransomware trends, attacker methodologies, and real-world case insights shaping today’s threat landscape.
Ransomware is becoming more targeted, more sophisticated, and more damaging. Security teams are under constant pressure to detect, respond to, and prevent these attacks, but keeping up with rapid changes can be a challenge. This livestream delivers practical, experience-driven advice to help you better understand how ransomware operations unfold and what you can do to defend against them.
During this session, we’ll explore:
Don’t wait until you’re in the middle of an incident, stay informed and ready today. Tune in to Stay Ahead of Ransomware, the first Tuesday of every month, to sharpen your defensive edge.
To dive deeper into ransomware investigations, response strategies, and adversary tradecraft, explore FOR528: Ransomware and Cyber Extortion.
Are you keeping up with the latest ransomware activity? Do you know the tactics, techniques, and procedures attackers are using right now? Ransomware isn’t slowing down. Cases continue to rise year over year, and the methods behind them keep evolving. Join SANS Certified Instructors Ryan Chapman and Mari DeGrazia as they walk through what’s happening in today’s ransomware landscape and what you should be paying attention to. Don’t wait until you’re in the middle of an incident.
Watch more episodes from this series, and other DFIR content, on our YouTube channel
Ransomware isn’t just sticking around, it’s changing in ways that are easy to miss if you’re not watching closely. Join SANS Certified Instructors Ryan Chapman and Mari DeGrazia for our May episode as they break down what’s happening right now in the ransomware landscape and what you should be paying attention to. The goal is simple: help you stay informed and better prepared before you're dealing with it firsthand. Tune in the first Tuesday of every month to stay ahead.
For years, Initial Access in the world of Ransomware and Cyber Extortion was a battle between phishing, Remote Desktop Protocol (then just "remote access"), and software vulnerability exploitation. While those three remain key players, social engineering tactics have evolved and taken on a more substantial share of the initial access market. Ransomware campaigns are more commonly involving threats such as the ever-evolving ClickFix along with Teams-based social engineering tactics that often involve QuickAssist and/or RMM threats. Join Ryan and Mari as they walk you through example attacks, live with hands-on keyboard analysis of such attacks, and discuss tips and tricks related to prevention, detection, and response for these initial access methods.
Raymond DePalma returns to demonstrate how DFIR practitioners can build an AI agent that analyzes forensic artifacts, correlates them with real-time threat intelligence, and rapidly produces actionable incident response insights. Through a hands-on walkthrough of a simulated ransomware incident, he shows how open-source AI tools can accelerate attribution and investigation workflows in minutes, not hours.
Raymond DePalma joins Ryan Chapman and Mari DeGrazia to explore how both attackers and defenders are leveraging AI and LLMs in the evolving ransomware landscape. They discuss the challenges of attributing AI-driven activity and share practical strategies for DFIR teams to keep pace with increasingly automated adversaries.
Discover the human side of ransomware in this SANS Stay Ahead of Ransomware recap. Threat intelligence expert Jon DiMaggio shares insights from engaging directly with ransomware actors, revealing attacker motivations, tactics, and emerging cyber threats.




Ryan Chapman has redefined ransomware defense through hands-on leadership in major incidents like Kaseya and by arming thousands with proactive threat hunting tactics now standard across the industry.
Learn more

Mari DeGrazia loves the satisfaction of solving a good puzzle. That fascination paired with her technical abilities has made digital forensics the perfect career fit. She has 20 years of experience in the IT industry, including 10 years in DFIR.
Learn more