The Future of AI Security is Scaffolding, Agents & The Browser

Welcome to the 2025 State of AI Security. This year, the conversation has moved beyond simple prompt injection to a far more complex threat: attacking the entire ecosystem surrounding the LLM. In this deep-dive discussion, offensive security experts Jason Haddix (Arcanum Information Security) and Daniel Miessler (Unsupervised Learning) break down the real-world attack vectors they're seeing in the wild.The conversation explores why prompt injection remains an unsolved problem and how the LLM is now being used as a delivery system to attack internal developers and connected applications. We also tackle the critical challenge of incident response, questioning how you can detect or investigate a malicious prompt when privacy regulations in some regions prevent logging and observability.This episode is a must-listen for anyone looking to understand the true offensive and defensive landscape of AI security, from the DARPA Cyber Challenge to the race for AI to control the browser.Questions asked:(00:00) Introduction(02:22) Who are Jason Haddix & Daniel Miessler?(03:40) The State of AI Security in 2025(06:20) It's All About the "Scaffolding", Not Just the Model(08:30) Why Prompt Injection is a Fundamental, Unsolved Problem(10:45) "Attacking the Ecosystem": Using the LLM as a Delivery System(12:45) The New Enterprise Protocol: Prompts in English(15:10) The Incident Response Dilemma: How Do You Detect Malicious Prompts?(16:50) The Challenge of Logging: When Privacy Laws Block Observability(21:30) Has Data Poisoning Become a Major Threat?(27:20) How Far Can Autonomous AI Go in Hacking Today?(28:30) An Inside Look at the DARPA AI Cyber Challenge (AIxCC)(40:45) Are Attackers Actually Using AI in the Wild?(47:30) The Evolution of the "Script Kitty" in the Age of AI(51:00) Would AGI Solve Security? The Problem of Politics & Context(59:15) Context is King: Why Prompt Engineering is a Critical Skill(01:03:30) What are the Best LLMs for Security & Productivity?(01:05:40) The Next Frontier: Why AI is Racing to Own the Browser(01:20:20) Does Using AI to Write Content Erode Trust?

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