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May 27, 2025 37 mins

Is Artificial Intelligence the ultimate security dragon, we need to slay, or a powerful ally we must train? Recorded LIVE at BSidesSF, this special episode dives headfirst into the most pressing debates around AI security.

Join host Ashish Rajan as he navigates the complex landscape of AI threats and opportunities with two leading experts:

  • Jackie Bow (Anthropic): Championing the "How to Train Your Dragon" approach, Jackie reveals how we can leverage AI, and even its 'hallucinations,' for advanced threat detection, response, and creative security solutions.
  • Kane Narraway (Canva): Taking the "Knight/Wizard" stance, Kane illuminates the critical challenges in securing AI systems, understanding the new layers of risk, and the complexities of AI threat modeling.


🔥 In this episode, we tackle the tough questions:

  • Is the hype around past 'AI-powered' security justified, or was it "hot garbage"?
  • How can you build effective threat models when AI introduces new, complex failure points?
  • What are the real risks and challenges when implementing AI in production?
  • Can AI tools like 'vibe coding' democratize security, or do they risk deskilling professionals?
  • How can defenders possibly keep pace with AI-driven attacks without fully embracing AI themselves?
  • Exploring the future of AI in both offensive and defensive cybersecurity.


Guest Socials - Jackie's Linkedin + Kane's Linkedin

Podcast Twitter - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@CloudSecPod⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

If you want to watch videos of this LIVE STREAMED episode and past episodes - Check out our other Cloud Security Social Channels:

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If you are interested in AI Cybersecurity, you can check out our sister podcast -⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ AI Cybersecurity Podcast


Questions asked:

(00:00) Intro: Slaying or Training the AI Dragon at BSidesSF?

(03:15) Meet Jackie Bow (Anthropic): Training AI for Security Defense

(03:41) Meet Kane Narraway (Canva): Securing AI Systems & Facing Risks

(04:51) Was Traditional Security Ops "Hot Garbage"? Setting the Scene

(06:32) The Real Risks: What AI Brings to Your Organisation

(07:27) AI in Action: Leveraging AI for Threat Detection & Response

(08:37) AI Hallucinations: Bug, Feature, or Security Blind Spot?

(09:54) Threat Modeling AI: The Core Challenges & Learnings

(13:29) Getting Started: Practical AI Threat Detection First Steps

(17:56) AI & Cloud: Integrating AI into Your Existing Enviro

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