AI Security Crisis: Jailbreaks, Prompt Injection & How to Protect Your Agents

Sign up to get my learning resources: https://forms.gle/sRNjXnsurNxNAUQW7 2026 was predicted to be the year of agentic AI moving into enterprise production. But there’s one problem: - AI agents are failing publicly. - Jailbreaks are succeeding. - Prompt injection is real. - Trust is eroding. In this session, we break down the real AI security crisis and what product managers, founders, and builders must do before shipping agents. You’ll learn: • Why jailbreaking is an arms race • What prompt injection really is (and why it’s dangerous) • DeepSeek’s 100% jailbreak success case • Devon AI security failures • OpenClaw risks and credential takeover paths • Why LLM security is structurally hard • Why guardrails alone don’t work • The OWASP #1 LLM threat in 2025 • 3 practical remedies: Architecture, Red Teaming, AI SecOps • How to attack your own AI agent using Azure + Pirate • How to run real red team simulations This session is essential for: • AI Product Managers • Agent builders • Security engineers • Startup founders • Anyone shipping AI into production Security is not a feature you bolt on later. If you’re building AI agents without red teaming them, you’re gambling with trust. 00:00 – 2026: The year of agentic AI… but trust is breaking 03:20 – Why AI security failures are costing real money 06:10 – Jailbreaking explained (DAN attack & DeepSeek case) 11:30 – Why performance ≠ security 14:00 – Prompt injection explained (and why it’s worse) 18:30 – Devon AI security failure case study 23:40 – OpenClaw risks and real exploit paths 28:20 – Why AI security is structurally hard 33:00 – Why probabilistic guardrails fail 37:10 – The 3 remedies: Architecture, Red Teaming, AI SecOps 40:00 – KEL architecture (Dual LLM separation model) 46:30 – Red teaming tools (Microsoft, Nvidia, DeepTeam) 49:30 – AI SecOps: Monitoring, lifecycle, governance 54:00 – Live demo: Attacking an AI agent using Azure 59:30 – How jailbreak prompts bypass guardrails 01:04:00 – Reviewing atta