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Red Teaming AI systems: How to break your AI (before attackers do)

Offensive security techniques for testing and hardening AI models and agents.

Presented by Hack The Box

Red Teaming AI systems: How to break your AI (before attackers do)

HACK THE BOX WEBINAR

HACK THE BOX WEBINAR

22 April 2026

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4 PM GMT / 11 AM EST

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Free

Overview

What actually happens when attackers target your AI?

In “Red Teaming AI Systems: How to Break Your AI (Before Attackers Do),” we’re not talking theory - we’re exposing what really breaks when AI is put under pressure.

Built by HackerOne and hosted on the Hack The Box CTF Platform, the ai_gon3_rogu3 CTF put participants head-to-head with real-world AI attack scenarios: bypassing multi-user access controls, manipulating model behavior, and extracting sensitive data.

The result? Most could handle the basics. Almost none could handle what actually matters.

Multi-step attacks. Layered defenses. Real attacker behavior. That’s where teams struggled, and where real-world risk lives.

In this panel discussion, we’ll unpack the CTF results, reveal how attackers are actually exploiting AI systems, and show how Hack The Box and Google are turning those insights into hands-on training through the new AI Red Teamer path.

You’ll also hear directly from experts at HackerOne and Google who are helping define what AI security skills look like next.

Key Takeaways:

  • Learn why simple prompt tricks aren’t enough and how layered defenses are changing the way attackers approach AI systems
  • An inside look at how real CTF insights are being turned into structured, hands-on AI security training
  • A practical understanding of how to approach testing your AI before attackers do
  • Discover how to operationalize AI security training using realistic, continuously evolving attack scenarios

Speakers

Hack The Box Webinar Speaker

Dimitrious Bougioukas

SVP, IT & Security Training @ Hack The Box

Hack The Box Webinar Speaker

Petros Perselis

SVP, Global Customer Success @ Hack The Box

Hack The Box Webinar Speaker

Monica Carranza

Senior AI Security Red Teamer @ Google

Hack The Box Webinar Speaker

Chang Mou Lim

Software Engineer @ Google

Hack The Box Webinar Speaker

Kemel Blue

Senior Solutions Engineer @ HackerOne

HACK THE BOX WEBINAR

RED TEAMING AI

22 April 2026

clock

4 PM GMT / 11 AM EST

pin

Online

tag

Free

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