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How to Test AI Systems Like an Adversary: Inside OSAI+ | OffSec

How to Test AI Systems Like an Adversary: Inside OSAI+

Webinars

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How to Test AI Systems Like an Adversary: Inside OSAI+

Thursday, April 23, 2026 @ 3 PM ET

  • Organization Training
  • Product & Content Updates

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

Meet the speakers:

Join OffSec’s Jeremy “Harbinger” Miller, OffSec’s Senior Manager of Content and Strategy, and Content Developers Sicky and Christian Siegert who are the minds behind the development and continuous relevancy of OSCP+ and other OffSec courses, as they share their expert insights into what practitioners and organizations should start preparing for as these technologies move into production.

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

BONUS: Get the AI Readiness Checklist

Attendees will also receive a practical checklist to help evaluate whether their team is ready to assess AI-enabled systems and where capability gaps may still exist.

Speakers

  • Jeremy "Harbinger" Miller

    Sr. Manager of Content and Strategy, OffSec

  • Christian Siegert

    Content Developer, OffSec

  • Sicky

    Content Developer, OffSec

Register now