Join reformed CTO James Wilson as he dives deep on cybersecurity topics through an enterprise lens. From solo content and interviews with CISOs and researchers to vendor and startup deep dives, James does a bit of everything.

Hosts

  • James Wilson

Copyright Risky Business Media 2007-2026

Recent reviews on Apple Podcasts (2)
  • Excellent

    Great analysis really, very thoughtful

    SecEnthused ·

  • Top notch work

    Excellent addition to the Risky podcasts

    Laughedoutloud ·

View all reviews on Apple Podcasts

Episodes (35)

  1. James Kettle on inventing new attack techniques with LLMs

    Aug 17, 20261h 17m

    In this podcast episode, James Wilson chats with PortSwigger’s Director of Research James Kettle about using an LLM to develop genuinely new attack techniques. Kettle has built what he calls the HTTP Terminator, an auton

  2. How private LLM inference actually works

    Aug 7, 20261h 23m

    In this podcast episode James Wilson chats with Tinfoil co-founder Tanya Verma about how you can run a powerful LLM in the cloud without the inference provider seeing your prompts. Tanya talks James through how private i

  3. Benchmarks, borders and the true cost of AI regulation

    Jul 28, 202639m

    The US government is flirting with the idea of regulating most open weight models out of existence. What would that mean for everyone who’s currently using them? Policymakers who just look at the benchmarks and token cos

  4. Fortibleed: The bleeding edge of AI cybercrime

    Jul 16, 202648m

    In this podcast episode SOCRadar CISO Ensar Seker and James Wilson chat about the company’s deep dive into the Fortibleed campaign. A small investigation into a curiously open directory on an unknown server expanded into

  5. What to do 'til the bugpocalypse gets here

    Jul 10, 202644m

    In this podcast episode Brad Arkin joins James Wilson to discuss how defenders can get ahead of the late-running bugpocalypse. While we’re confident the offensive cybersecurity capabilities of frontier and open-weight LL

  6. Mythos on your desk? Using local LLMs for code reviews

    Jun 30, 20261h 11m

    In this podcast episode James Wilson chats with Karsten Nohl about his research into using local LLMs to replace cloud AI in security code reviews. In essence, Karsten created a hybrid code reviewing system where both cl

  7. Pitching security startups to VCs in the AI era

    Jun 23, 202635m

    In this podcast Patrick Gray and James Wilson chat with Decibel Partners founder and Managing Partner Jon Sakoda to talk about pitching cybersecurity startups to VC firms in the AI age. Coding agents and large language m

  8. How using open weight models can blow up in your face

    Jun 19, 202643m

    In this podcast episode James Wilson and Brad Arkin talk about how to safely use open weight large language models in the enterprise. The cost of frontier models was already driving interest in freely available open weig

  9. The state of the art in AI model jailbreaks

    Jun 16, 202652m

    In this solo podcast episode, James Wilson breaks down the current state of AI model jailbreaks. If you’ve somehow missed the story, last week Anthropic released its Fable 5 and Mythos 5 models to the public. In the name

  10. Why NPM v12 won’t stop supply chain attacks

    Jun 12, 202638m

    In this podcast episode, James Wilson is joined by Open Source Malware Security co-founder Paul McCarty to talk about the supply chain attack mitigations coming in NPM v12. NPM disabling (by default) auto-run install scr

  11. Everything is getting much worse, much faster

    Jun 5, 202623m

    In this podcast Brad Arkin joins James Wilson to talk about how the fear of being left behind in the AI era means enterprises are taking risks that would have been considered insane just a couple of years ago. Fears arou

  12. Solo podcast: A deep dive on TeamPCP

    Jun 2, 20261h 4m

    In this solo episode, James Wilson takes a detailed look at TeamPCP. It started off by launching clumsy attacks against misconfigured Kubernetes clusters in September 2025. But by February this year, TeamPCP had skilled

  13. How to survive supply chain attacks

    May 25, 202636m

    In this podcast James Wilson chats with Brad Arkin about why software supply chain attacks have gone from rare, once-in-a-while disasters to an operational problem affecting mainstream enterprises almost daily. AI has ma

  14. How the CopyFail disclosure went sideways

    May 21, 202618m

    In this episode, Theori’s Brian Pak and Andrew Wesie join James Wilson to discuss why the CopyFail exploit was publicly disclosed before Linux distributions had their patches ready. As you’ll hear in this episode, mistak

  15. NCSC’s Ollie Whitehouse on surviving the "bugpocalypse"

    May 18, 202629m

    In this edition of Risky Business Features Ollie Whitehouse, the CTO of the UK’s National Cyber Security Centre, joins Patrick Gray and James Wilson to talk about why “patch faster” will only get organisations so far in

  16. What a great agentic AI deployment plan looks like

    May 12, 202639m

    In this podcast James Wilson and Brad Arkin workshop the advice they think the industry needs to hear when it comes to deploying agentic AI in the enterprise. Relegating agentic AI to non-sensitive and low-risk tasks doe

  17. Mythos smythos! How to find 0day with lesser models

    May 8, 20261h 27m

    In this podcast James Wilson chats with Niels Provos about his research into using older AI models to successfully hunt for 0day vulnerabilities. Niels has had a long and prolific career in cybersecurity, having worked a

  18. Solving the AI agent identity problem

    May 4, 202640m

    In this podcast James Wilson and Brad Arkin chat about emerging trends in AI agent identity and credential management. Brad was formerly the CISO of Adobe, Cisco and Salesforce, and is now working with all sorts of compa

  19. A deep dive on AI model distillation attacks

    Apr 29, 20261h 12m

    In this solo episode of Risky Business Features James Wilson explores how distillation techniques are both a legitimate way to train smaller models, as well as a way to steal model capabilities. It’s not just a problem f

  20. Feature Interview: Nicholas Carlini, Anthropic

    Apr 24, 202642m

    In this episode, Anthropic’s Nicholas Carlini joins Patrick Gray and James Wilson to talk about advancements in AI-driven vulnerability research and exploit development. Nicholas’ talk at the recent [un]prompted conferen

  21. A builder's perspective on Mythos and frontier models

    Apr 20, 202632m

    In this episode, James Wilson is joined by entrepreneur and investor Yaniv Bernstein to discuss Anthropic’s Mythos through the lens of startups and growing businesses. Yaniv is Google’s former VP of Engineering, and is f

  22. Mythos and 0day: Fixing exploits is not safety

    Apr 17, 202621m

    In this episode, James Wilson is joined by Brad Arkin who provides a CISO’s perspective on Anthropic’s Mythos. As former CISO at Adobe, Cisco and Salesforce, Brad’s perspective challenges the notion that finding and fixi

  23. Mythos and 0day: A hacker’s perspective

    Apr 13, 202632m

    In this episode of Risky Business Features, James Wilson chats to professional hacker Jamieson O’Reilly about Anthropic’s Mythos and the impact it could have on offensive security. Jamieson is CEO of DVULN and co-founder

  24. What happens after North Korea infiltrates?

    Apr 8, 202651m

    In this episode, investigative journalist Geoff White joins James Wilson for a look into the complex machine that is North Korea’s IT worker infiltration scheme. They discuss the interview process, what happens once the

  25. Why CISOs need to be more flexible in the AI era

    Apr 3, 202618m

    In this episode, James Wilson chats with Brad Arkin (former CISO of Adobe, Cisco and Salesforce) to talk about the mounting pressure that CISOs are under in the AI era. Attackers are operating at unprecedented scale, and