
AI Security 2026 Predictions: The "Zombie Tool" Crisis & The Rise of AI Platforms
This is a forward-looking episode, as Ashish Rajan and Caleb Sima break down the 8 critical predictions shaping the future of AI security in 2026We explore the impending "Age of Zombies", a crisis whe...
28 Jan 1h

Why AI Agents Fail in Production: Governance, Trust & The "Undo" Button
Is your organization stuck in "read-only" mode with AI agents? You're not alone. In this episode, Dev Rishi (GM of AI at Rubrik, formerly CEO of Predibase) joins Ashish and Caleb to dissect why enterp...
23 Jan 51min

AI Security 2025 Wrap: 9 Predictions Hit & The AI Bubble Burst of 2026
It's the season finale of the AI Security Podcast! Ashish Rajan and Caleb Sima look back at their 2025 predictions and reveal that they went 9 for 9. We wrap up the year by dissecting exactly what the...
19 Des 20251h 3min

AI Paywall for Browsers & The End of the Open Web?
Cloudflare announced this year that AI bots must pay to crawl content. In this episode, Ashish Rajan and Caleb Sima dive deep into what this means for the future of the "open web" and why search engin...
10 Des 202539min

Build vs. Buy in AI Security: Why Internal Prototypes Fail & The Future of CodeMender
Should you build your own AI security tools or buy from a vendor? In this episode, Ashish Rajan and Caleb Sima dive deep into the "Build vs. Buy" debate, sparked by Google DeepMind's release of CodeMe...
3 Des 202550min

Inside the 29.5 Million DARPA AI Cyber Challenge: How Autonomous Agents Find & Patch Vulns
What does it take to build a fully autonomous AI system that can find, verify, and patch vulnerabilities in open-source software? Michael Brown, Principal Security Engineer at Trail of Bits, joins us ...
6 Nov 202558min

Anthropic's AI Threat Report: Real Attacks, Simulated Competence & The Future of Defense
Anthropic's August 2025 AI Threat Intelligence report is out, and it paints a fascinating picture of how attackers are really using large language models like Claude Code. In this episode, Ashish Raja...
23 Okt 202552min

How Microsoft Uses AI for Threat Intelligence & Malware Analysis
What if the prompts used in your AI systems were treated as a new class of threat indicator? In this episode, Thomas Roccia, Senior Security Researcher at Microsoft, introduces the concept of the IOPC...
18 Okt 20251h 2min





















