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AI-300: Advanced AI Red Teaming | OffSec | OffSec
Call to Evolve
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The AI Offensive Security certification is coming.

From the makers of OSCP, the OSAI brings OffSec's offensive methodology to AI with advanced red teaming for AI environments.

AI has evolved attackers. Defenders must evolve faster.

The modern cybersecurity threat landscape is being accelerated by automation, generative AI, and AI-powered deception, compressing timelines and raising the bar for operators.

Be the first to see what OSAI covers, who it's for, and how the certification works.

Enter for a chance to win a free Course and Certification Bundle with 90 days of access and one exam attempt.

OSAI Early Sign-Up

Meet OSAI: OffSec AI Red Teamer

OSAI validates real offensive AI capability

OSAI is OffSec's new AI cybersecurity certification designed for professionals who want to validate real-world offensive capability in AI systems and machine learning-enabled environments.

Develop the mindset and methodology to:

  • Identify AI-specific weaknesses in real systems
  • Exploit AI-powered workflows and control surfaces like an adversary
  • Demonstrate impact in complex, evolving environments
  • Translate findings into defensible security improvements

OSAI details

At a glance

Everything is designed to turn AI security knowledge into real offensive capability.

Overview:

  • Course: Advanced AI Red Teaming
  • Format: Modular, self-paced online training
  • Labs: Provided in every modules (full VM + scenario based)
  • Recommended time: 50-100 hours (6-12 weeks)
  • Exam: 48-hour practical AI red team engagement

Through this AI cybersecurity course, you will…

1

Build the mindset

Learn how adversarial thinking changes when targeting probabilistic AI applications and complex AI systems.

2

Operate in realistic AI environments

Hands-on labs that mirror modern machine learning and generative AI deployments— messy and unpredictable.

3

Prove infiltration capability

A rigorous 48-hour exam focused on reconnaissance, exploitation, and post-exploitation, not rote techniques.

4

Deliver actionable intelligence

Demonstrate impact by identifying real weaknesses and translating them into defensive insight.

1

Build the mindset

Learn how adversarial thinking changes when targeting probabilistic AI applications and complex AI systems.

2

Operate in realistic AI environments

Hands-on labs that mirror modern machine learning and generative AI deployments— messy and unpredictable.

3

Prove infiltration capability

A rigorous 48-hour exam focused on reconnaissance, exploitation, and post-exploitation, not rote techniques.

4

Deliver actionable intelligence

Demonstrate impact by identifying real weaknesses and translating them into defensive insight.

What you'll learn

Train for what's emerging and prove you can execute

New AI threats are emerging fast and the OSAI is built to help operators prove readiness under real-world AI cybersecurity conditions.

  • Offensive testing of LLMs and multi-agent systems
  • RAG compromise + control-surface abuse
  • AI supply chain and infrastructure exploits
  • Post-exploitation + impact analysis to translate findings into real improvement

Why it matters

Walk away able to execute, not just explain

OSAI equips practitioners to find real weaknesses in AI-enabled systems and helps organizations reduce risk before adversaries do.

For individuals:

  • Break into offensive AI security
  • Prove hands-on capability
  • Build repeatable methodology
  • Build foundational and advanced AI fundamentals through real offensive execution

For teams:

  • Standardize AI red teaming
  • Sharpen detection and response
  • Pressure-test AI before production

Prefer to roll OSAI out as a team experience?

Bring OffSec Live Training onsite for an intensive, lab-first bootcamp tailored to your org's strategic initiatives. Your team gets hands-on coaching in the room, then keeps 24/7 on-demand access to reinforce skills after the class. This isn't your average live training. This is the OffSec experience.

Bring OffSec Live Training onsite for an intensive, lab-first bootcamp tailored to your org's strategic initiatives. Your team gets hands-on coaching in the room, then keeps 24/7 on-demand access to reinforce skills after the class. This isn't your average live training. This is the OffSec experience.

Explore live training for OSAI

OSAI FAQ

Launch updates

Get OSAI launch updates

Get notified when OffSec's new Offensive AI Security certification and advanced AI cybersecurity training launches, and stay informed as details are released.

By signing up, you'll receive:

  • Official certification details
  • Launch timing and enrollment notifications
  • Behind-the-scenes drops and announcements
  • Launch giveaway entry*

*Sign up by March 16, 2026 for a chance to win 1 of 10 Course & Cert Bundles.

Terms & Conditions

By signing up, you agree to these Terms & Conditions, including eligibility, entry requirements, and winner selection.

Read Terms & Conditions