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

This technically focused webinar explores AI red teaming—stress-testing AI models and agents to uncover real vulnerabilities. We’ll examine common attack techniques such as prompt injection, jailbreaks, tool abuse, and exploit chaining that can push AI systems beyond their intended behavior. Using real-world examples, attendees will learn a structured approach to adversarial AI testing, from crafting malicious inputs to identifying model blind spots and safety bypasses. The session also shows how red team findings can be used to strengthen AI systems through tuning and mitigation. Ultimately, this webinar demonstrates why breaking your AI is often the fastest way to make it safer—and how Hack The Box provides a controlled environment to do exactly that.