The intersection of AI and cybersecurity is changing faster than anyone expected, and that pace is creating both incredible innovation and brand-new risks we're only beginning to understand. From deepfake ads that fool even seasoned security professionals to autonomous agents capable of acting on our behalf, the threat landscape looks very different than it did even a year ago. To explore what this evolution means for everyday people and for enterprises trying to keep up, I'm joined by Chris Kirschke, Field CISO at Tuskira and a security leader with more than two decades of experience navigating complex cyber environments.
Chris talks about his unconventional path into the industry, how much harder it is for new professionals to enter cybersecurity today, and the surprising story of how he recently fell for a fake Facebook ad that showcased just how convincing AI-powered scams have become. He breaks down the four major waves of InfoSec from the rise of the web, through mobile and cloud, to the sudden, uncontrollable arrival of generative AI. He then explains why this fourth wave caught companies completely off guard. GenAI wasn't something organizations adopted thoughtfully; it appeared overnight, with thousands of employees using it long before security teams understood its impact. That forced long-ignored issues like data classification, permissions cleanup, and internal hygiene to the forefront.
We also dive into the world of agentic AI which is AI that doesn't just analyze but actually acts and the incredible opportunities and dangers that come with it. Chris shares how low-code orchestration, continuous penetration testing, context engineering, and security "mesh" architectures are reshaping modern InfoSec. Chris spends a lot of time talking about the human side of all this and why guardrails matter, how easy it is to over-automate, and the simple truth that AI still struggles with the soft skills security teams rely on every day. He also shares what companies should think about before diving into AI, starting with understanding their data, looping in legal and privacy teams early, and giving themselves room to experiment without turning everything over to an agent on day one.
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