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.
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Booking probability
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Guest openness
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Signup to Generate a PitchJoin 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.
Recent episodes include "What I learned from cheating clankers" (23 October 2026, 58 minutes), "Bug count sounds impressive... but means little" (2 October 2026, 46 minutes), and "How to launder illicit Bitcoin" (15 September 2026, 46 minutes).
Risky Business Features publishes roughly every two weeks, with episodes averaging 48 minutes across 41 episodes.
Booking probability for Risky Business Features is 32%, and the host is rated Selective on guests. Risky Business Features requires a Pod Score of 80 or higher. Risky Business Features's contact route on record: verified email.
The strongest fits for Risky Business Features are IT Services & Software Development. Risky Business Features has a technology audience.
Risky Business Features is a technology show with 41 episodes published.
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Risky Business Features
In this solo Risky Business Features episode, James Wilson looks at the string of recent AI benchmark cheating escapades and how they’ve reshaped his thinking about LLMs and vulnerability research. He explores the...
Risky Business Features
In this solo Risky Business Features episode, James Wilson explains why “number of bugs” fixed in any given update is a misleading metric. We’ve seen up to 1,000 individual bug fixes in a single update recently, but...
Risky Business Features
In this podcast episode, investigative journalist Geoff White joins James Wilson to talk about what happens to the money after ransomware gangs get a payday. The payment itself might be in the millions, but it’s...
Risky Business Features
In this podcast episode, OpenSourceMalware founder Paul McCarty joins James Wilson to explain how researchers find and analyse malicious packages, GitHub repositories and developer tools. Paul walks James through static...
Risky Business Features
In this podcast episode, James Wilson chats with Brian Krebs about the investigation that led him from recycled cybercrime handles and old forum records to the true identity of TeamPCP’s alleged leader in Perth. TeamPCP...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
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...
Risky Business Features
<p>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.</p>...
Risky Business Features
<p>In this solo episode, James Wilson takes a detailed look at TeamPCP.</p> <p>It started off by launching clumsy attacks against misconfigured Kubernetes clusters in September 2025. But by February this year, TeamPCP...
Risky Business Features
<p>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.</p>...
Risky Business Features
<p>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...
Risky Business Features
<p>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...
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