AI Security Podcast
Hosted by AI Security
Two former CISOs analyze how AI is reshaping cybersecurity, from emerging risks to industry structure, for a technical leadership audience.
A practitioner-to-practitioner dialogue on the strategic implications of AI for the security industry. Hosts Ashish Rajan and Caleb Sima, both former CISOs, use their operational experience to ground conversations about AI's impact on everything from application security design to the definition of a corporate 'moat'. The show is less a news report and more a strategic briefing room for security leaders trying to anticipate the second- and third-order effects of AI.
“The show's primary distinction is its hosts: two experienced former CISOs who speak the language of security leadership. Unlike purely journalistic or academic podcasts, their analysis is rooted in decades of operational experience, lending credibility to their 'no-fluff' and 'real talk' approach to a hype-filled topic.”
Who hosts this show
Hosted by former CISOs Ashish Rajan and Caleb Sima, the AI Security Podcast is a weekly source for technical leaders navigating the intersection of artificial intelligence and cybersecurity. The show cuts through marketing fluff to provide practical strategies and risk analysis on securing AI systems and using AI to bolster security. It was created to address the new attack surfaces and threats emerging from AI-driven business models.
Credentials & credits
- Ashish Rajan: CISO, Author of 'AI Security Engineering', SANS Trainer.
- Caleb Sima: Chair of CSA AI Safety Initiative, former CSO at Robinhood.
- Caleb Sima: Co-Author of 'Hacking Exposed Web Applications'.
- Caleb Sima: Founder of SPI Dynamics (acquired by HP) & Bluebox Security (acquired by Lookout).
- Ashish Rajan: Master's in Information Security.
- Caleb Sima: Executive Education, Harvard Business School.
Other ventures
- Cloud Security Podcast (Ashish Rajan).
- WhiteRabbit (Caleb Sima, venture studio).
- Cyberstarts (Caleb Sima, General Partner).
- Sima Ventures (Caleb Sima, Managing Partner).
- Kaizenteq (Parent media company).
What kind of podcast
- Country
- United Kingdom
- Region
- uk
When new episodes drop
- 01Why AI Agents Are Forcing a Redesign of Application Security?Jun 26, 2026 · 52 min
- 02Why Asset Intelligence is Replacing the CMDB & Static DashboardsJun 11, 2026 · 43 min
- 03The AI AuthZ Problem: Why Human Least Privilege Fails for Autonomous AgentsJun 4, 2026 · 48 min
- 04
- 05Verification vs. Validation: How Autonomous AI is Changing CybersecurityMay 13, 2026 · 1h 10m
- 06The Zero-Click AI Hack: How to Contain the Blast Radius of Autonomous AgentsApr 29, 2026 · 47 min
Notable episodes
- 01Why Asset Intelligence is Replacing the CMDB & Static Dashboards
Features Axonius's CEO tackling a foundational security problem (asset management) and provides a stark, memorable statistic that 40% of enterprise infrastructure is 'dark matter'.
- 02The AI AuthZ Problem: Why Human Least Privilege Fails for Autonomous Agents
Addresses the critical, unsolved problem of authorization for AI agents and insightfully questions why a long-held security goal (least privilege) has failed for humans.
- 03Why AI Agents Are Forcing a Redesign of Application Security?
Explores the provocative idea that AI will make coding obsolete, forcing a fundamental rethink of application security, based on the hosts' direct experience.
What you'll be asked on this show
The format is a conversational deep-dive between the two hosts, often joined by a guest who is typically a CEO or senior practitioner from a relevant tech company. Episodes begin with a fast-paced montage and maintain a focus on strategic, forward-looking questions rather than tactical 'how-to' guides. The hosts explicitly position the show as 'vendor neutral'.
Questions AI Security keeps coming back to
- “How do we redefine fundamental security concepts like 'assets' or 'identity' in the age of AI?”
- “What are the unexpected blind spots or surprising risks people are missing in AI security?”
- “Why do established security principles, like least privilege, succeed or fail when applied to AI agents?”
- “What are the second-order effects on the security profession when AI begins to automate core tasks like coding?”
- “How should security leaders approach the 'build vs. buy' decision for new AI-powered tools?”
- “What constitutes a defensible business 'moat' for a security company in the AI era?”
- “How will user interfaces and security dashboards evolve in a world driven by natural language prompts?”
- “What are the top use cases for a given security capability once you have the data?”
Signature segments
- · Fast-paced intro montage with text and stock footage.
- · Promotion of the sister 'Cloud Security Podcast'.
- · Recurring question: 'If you can do least privilege on an agent, why can't we do it on a person?'
- · Recurring observation that what makes AI agents powerful is also what makes them dangerous.
Topics covered repeatedly
Who gets booked here
Guests are typically founders and CEOs of AI and cybersecurity companies (like Axonius and Oso) or senior security practitioners from major tech firms (like DoorDash and Google). The show books experts who can speak to the fundamental challenges and architectural shifts happening in the industry.
- Joe Diamondon Why Asset Intelligence is Replacing the CMDB & Static Dashboards
- Graham Nerayon The AI AuthZ Problem: Why Human Least Privilege Fails for Autonomous Agents
- Nick Revaon Securing AI at the Speed of Engineering | DoorDash | Forward Deployed Security | GRC Engineering
- Shivani Dokeon Securing AI at the Speed of Engineering | DoorDash | Forward Deployed Security | GRC Engineering
- Sounil Yuon Verification vs. Validation: How Autonomous AI is Changing Cybersecurity
- Elie Burszteinon The Zero-Click AI Hack: How to Contain the Blast Radius of Autonomous Agents
Where to find this show
Audience & reach
Sponsors are B2B technology companies, often in the security space, whose products align with the episode's topic (e.g., Axonius for an asset intelligence episode). This suggests a direct sponsorship model where companies pay to reach a targeted audience of senior cybersecurity decision-makers.
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
Pitch AI Security
People also ask
- Who are the hosts of the AI Security Podcast?
- The podcast is hosted by Ashish Rajan and Caleb Sima, both of whom are former CISOs and experienced cybersecurity professionals.
- Is the AI Security Podcast still active?
- Yes, it is a weekly podcast with episodes published as recently as June 2026.
- What is the format of the show?
- It's a weekly audio and video podcast featuring conversations between the two hosts, often with an expert guest from the AI or cybersecurity industry.
- Where can I listen to the podcast?
- The podcast is available on YouTube, Spotify, Apple Podcasts, and LinkedIn.
- What is the focus of the podcast?
- The show focuses on securing AI systems, using AI to improve cybersecurity, and analyzing real-world risks for cybersecurity leaders, without marketing hype.
- Who is the target audience?
- The podcast is made for CISOs, cybersecurity leaders, security architects, and engineers.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
- [01]AI Security Podcast Official Websiteaisecuritypodcast.com
- [02]Ashish Rajan - Professional Bioashishrajan.com
- [03]Caleb Sima - Cloud Security Alliance Biocloudsecurityalliance.org
- [04]Cloud Security Podcast Official Websitecloudsecuritypodcast.tv
- [05]Caleb Sima - IANS Faculty Profileians.com
- [06]Ashish Rajan - SANS Institute Profilesans.org
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