Build AI red teaming skills with OSAI in Learn Enterprise
OSAI brings OffSec’s hands-on, offensive approach to AI environments through Learn Enterprise. Your team builds real skills to handle new AI attack surfaces so your leaders can invest with more confidence.
OSAI gave Learn Enterprise a new job to do
OSAI brings OffSec’s methodology to AI, with easy rollout, management, and scale in Learn Enterprise
Test LLMs and multi-agent systems
Build the mindset and methodology to identify weaknesses in AI-enabled systems and assess real business risk
Test RAG pipelines and controls
Explore how retrieval flows, tool layers, and control surfaces can be manipulated or abused
Find AI supply chain weaknesses
Develop understanding across model distribution, cloud AI services, deployment layers, and supporting infrastructure
Validate AI system abuse paths
Understand how attackers can chain weaknesses to create real impact inside AI-enabled systems
Turn findings into security improvement
Show impact clearly and turn technical findings into action for defenders and leadership
Build on OffSec’s learning heritage
Apply the hands-on philosophy that made OffSec the standard for practitioners who need to perform
AI changed the attack surface
AI introduces new attack paths, new control surfaces, and new risk. Most training still stops at awareness.
Why AI security training must change
- Teams must assess risk across LLMs, agents, RAG, infra, and AI supply
- Traditional training does not prepare teams to test AI like an adversary
- Pressure on leaders for a stronger answer for AI readiness
About Learn Enterprise
Full access to the Learning Library, advanced team-focused features, and a dedicated team admin.
Built for cyber teams
- CISOs and security leaders
- Directors of security engineering
- Red Team leads
- Security managers
OSAI & Learn Enterprise
- Build readiness faster
- Standardize capability across the team
- Tie AI security training to real attack surfaces
- Keep team-level visibility and development
See how OSAI fits into Learn Enterprise
Learn how OSAI supports your team, how it fits into Learn Enterprise, and what the next steps looks like for your organization.
Early access feedback is in
What makes it easy to stand behind OSAI is the depth of the material. Many AI courses today are just surface-level theory, but OSAI provides the practical, offensive mindset that we actually need in the field.
Before OSAI, I could break into OSAI systems. What I could not do confidently was walk into a boardroom and say "here is my structured methodology for assessing your AI deployment, here are the assumptions I validated and invalidated, here is the risk in language your CISO can act on". OSAI gave me that.
While many users may initially think of AI through popular web-based services, OSAI takes students deeper, demonstrating what happens at the API level and explaining how these systems are built. This approach not only clarifies how AI functions internally but also teaches how to responsibly assess and, when necessary, co-opt these systems.