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 (1)
  • Top notch work

    Excellent addition to the Risky podcasts

    Laughedoutloud ·

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Episodes (29)

  1. 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

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. A Risky Biz Experiment: Hunting for iOS 0day with AI

    Mar 31, 202656m

    In this sort-of-solo episode, James Wilson is “joined” by one of his OpenClaw AI agents for a chat about whether or not an LLM can understand, modify or even create a sophisticated nation-state grade iOS exploit kit. Tec

  21. Interview: Former NSA and CIA cyber leaders on offensive AI

    Mar 27, 202615m

    In this interview you’ll hear former NSA executive Rob Joyce and former CIA cyber intelligence leader Andy Boyd talk to host Patrick Gray about how AI is changing the state of art in offensive security. Recorded in front

  22. When disaster strykes

    Mar 23, 202640m

    In this episode of Risky Business Features, James Wilson and Brad Arkin discuss the attack that devastated medtech company Stryker. It turns out the attackers used Microsoft’s inTune to wipe the company’s devices, but wh

  23. MCP is Dead

    Mar 18, 202636m

    James Wilson delivers his take on the state of the Model Context Protocol (MCP) in this solo episode of Risky Business Features. Despite MCP being the technology that made Large Language Models useful and AI Agents possi

  24. They don't break in, they log in. What's an enterprise to do?

    Mar 12, 202632m

    In this podcast James Wilson chats with Brad Arkin about how enterprises can better deal with attackers logging in with valid credentials. Stolen identities, weak special-use credentials, and over-scoped API keys are the

  25. A ridiculously deep dive into the Coruna Exploits

    Mar 11, 20261h 17m

    Join James Wilson in this solo podcast as he takes a (ridiculously) deep dive into the Coruna exploit kit. James was a software engineer and senior manager at Apple for many years, so he has an intimate knowledge of iOS