OffSec Webinar
How to Test AI Systems Like an Adversary: Inside OSAI+
Watch Now Original Air Date
Thursday, April 23, 2026
Speakers
- Jeremy "Harbinger" Miller Sr. Manager of Content and Strategy, OffSec
- Christian Siegert Lead Cybersecurity Content Engineer, OffSec
- Alex "Sicky" Uifalvi Security Researcher and Content Architect, OffSec
BONUS: Get the AI Security Posture Test
Attendees will also receive a practical test to help evaluate whether their team is ready to assess AI-enabled systems and where capability gaps may still exist.
What you'll learn
- Where the AI attack surface actually shows up in production systems
- How attackers approach AI-powered applications, agents, and model-driven workflows
- What security teams need to understand before testing systems that rely on models, data, and integrations
- What OSAI+ covers and who it is built for
This webinar is built for
- Red teamers and penetration testers
- Security leaders preparing teams for AI-related risk
- Security engineers and architects evaluating AI-enabled systems
- Teams looking to build practical AI security capability, not just awareness
Meet the Speakers
Jeremy "Harbinger" Miller
Sr. Manager of Content and Strategy, OffSec
Christian Siegert
Lead Cybersecurity Content Engineer, OffSec
Chris is a Lead Cybersecurity Content Engineer at OffSec, where he develops and maintains core training programs including OSAI and OSCP.
Alex "Sicky" Uifalvi
Security Researcher and Content Architect, OffSec
Alex has more than 10 years of experience in cybersecurity training, with a strong focus on hands-on technical education and real-world attack methodologies. He holds the OSEE, OSCE, and OSCP certifications and is part of the team behind the development and continued evolution of OffSec training, including OSAI and OSCP+.