How Lovable Manages 100+ Daily Changes, Vibe Coding & Shadow AI
What does it actually look like to run security inside one of Europe's fastest-growing AI companies? In this episode, recorded live at the Munich Cybersecurity Conference (MCSC), Ashish Rajan sat down...
2 Apr 57min
Questions Every CISO Must Ask AI Security Vendors
RSA Conference 2026 is here and the AI agent hype machine is louder than ever. In this episode, Ashish and Caleb cut through the noise and arm CISOs, practitioners, and security teams with a clear-eye...
18 Mar 50min
Will Foundation Models Kill Security Startups?
Did Anthropic just kill the AppSec industry? Following the announcement of Claude Code Security, a tool that finds, reasons about, and fixes code vulnerabilities, major security stocks dropped by 8% ....
5 Mar 59min
How to Build Your Own AI Chief of Staff with Claude Code
What if you could automate your entire work life with a personal AI Chief of Staff? In this episode, Caleb Sima reveals "Pepper," his custom-built AI agent to Ashish that manages emails, schedules mee...
11 Feb 47min
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
