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Risky Business Features

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Rating
★★★★★
5
from
16 reviews
Categories
Country
United States
This podcast has
40 episodes
Language
English
Explicit
No
Date created
2026/02/19
Latest episode
2026/10/02
Average duration
52 min.
Release period
8 days

Description

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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Podcast episodes

Check latest episodes from Risky Business Features podcast


Bug count sounds impressive... but means little
2026/10/02
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 that doesn’t give defenders the full picture they need to manage risks. Not all bugs are equally exploitable, so the industry needs to catch up to the bugpocalypse with more transparency. And maybe an entirely different approach to patching. Show notes
How to launder illicit Bitcoin
2026/09/15
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 difficult for gangs to convert their ill-gotten crypto gains into cash they can actually spend. Geoff explains the role of professional launderers and why cash-rich drug gangs are useful connections for crypto-rich cybercriminals. They also dive into who operates these international laundering networks, other types of crime they enable, and whether this affects the argument of whether victims should be allowed to pay. Show notes
Hunting software supply chain malware
2026/09/11
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 analysis, deobfuscation and reconstructing multi-stage kill chains to identify what attackers are trying to steal. They also discuss how LLMs make malware development easier while introducing operational security mistakes. The pair examine DPRK tradecraft, blockchain-based payload delivery and what Paul calls Pollen Rider, which can reinfect developers through their own repositories. Show notes
Who gets to hack the hackers?
2026/09/03
In this podcast episode, Brad Arkin joins James Wilson to chat about the Trump administration’s call to let private entities conduct cyber operations against criminal groups. Brad’s firsthand experience responding to cyber incidents alongside US law enforcement gives him a unique perspective on how government and private sector relationships work, and how this program could improve the ability of both sides to tackle cybercrime. James and Brad also explore who might participate in these campaigns and whether the government will be able to effectively oversee them. Show notes
How Brian Krebs doxxed TeamPCP
2026/08/28
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 is the hacker group that has gone berserk in the software supply chain over the last year or so, stealing credentials to compromise developers, their software packages, and their repositories. In this interview Brian talks about his Signal conversations with the group’s ringleader, the strange Cybercats community surrounding TeamPCP, and the passive DNS breakthrough that helped him unmask what he thinks are the ringleader’s true identities. Show notes Two Alleged ‘TeamPCP’ Hackers Arrested in Australia – Krebs on Security
James Kettle on inventing new attack techniques with LLMs
2026/08/17
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 autonomous research system that generates and tests tens of thousands of potentially new HTTP desync techniques. The Terminator, which makes use of Kettle’s own research methodology, has already come up with new desync methods that James hadn’t thought of before. Kettle and Wilson discuss how to develop and evaluate machine-generated ideas without drowning in false positives, and why the most powerful part of the process is the discovery cascade, where one unexpected result becomes the seed for another. The upshot is AI can conduct genuinely novel security research, but don’t expect to one-shot your way to an army of robot hackers. Show notes Can AI do novel security research? Meet the HTTP Terminator | PortSwigger Research HTTP/1.1 must die: the desync endgame
How private LLM inference actually works
2026/08/07
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 inference works, from trusted execution environments and hardware attestation, to TLS termination and GPU isolation. Customers can verify the exact code and model processing their data, while Tinfoil and its infrastructure providers remain locked out. That’s clever engineering… but who really needs it? Is private inference only useful if you’re doing something bad, or will it become a privacy baseline like TLS? James and Tanya discuss the costs and trade-offs, and how open weights make private inference more transparent and trustworthy. Show notes
Benchmarks, borders and the true cost of AI regulation
2026/07/28
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 costs might think frontier and open weight AI models are all interchangeable. That they can just banhammer them without causing any disruption. That’s far from the truth. In this solo podcast, James Wilson looks beyond the US vs China AI race rhetoric and instead games out what the real world consequences of the US government slapping bans on AI models could be. Show notes
Fortibleed: The bleeding edge of AI cybercrime
2026/07/16
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 the discovery of an attack that targeted 400,000 Fortinet devices. As Ensar says, each time the SOCRadar team pulled a single thread, it led to a tapestry of AI-enabled cybercrime. They uncovered custom initial access, persistence and packet sniffing tools, as well as direct links to the INC and Lynx ransomware operations. Most interesting though is the use of AI to design, implement and operate all aspects of the campaign across a team of 20 individual actors. Operating more like a modern software company than a traditional cybercrime gang, Fortibleed serves as our first in-depth look at the future of cybercrime. Show notes SOCRadar Links FortiBleed Campaign to INC and Lynx Ransomware Operations
What to do 'til the bugpocalypse gets here
2026/07/10
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 LLMs are real, attackers don’t yet seem able to fully utilise them. This creates a window of opportunity for defenders to tackle the threat. There are a few well-funded and seemingly overlapping industry efforts under way including Athena, Akrites, and Patch the Planet. But, as Brad says in this interview, there’s too much focus on fixing bugs and traditional vulnerability triage, and not enough on exploring how to make entire classes of vulnerabilities inert. Show notes
Mythos on your desk? Using local LLMs for code reviews
2026/06/30
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 cloud and local models are used to orchestrate, triage outputs, and write reports. In this system, only the local LLMs have source code access, with the cloud models used to manage the local models. In this “source-local” review technique, the source code never leaves the local endpoint, which is a requirement for some reviews. But funnily enough, Karsten was able to use this system to generate findings that were as impressive as when using frontier models directly. In a nutshell, Karsten proved it’s possible to use locally-hosted, open-weight models running on commodity hardware to produce findings comparable to those discovered by frontier cloud models. This episode is also available on YouTube. Show notes Beyond Fable: Can a Local LLM Replace Cloud AI for Security Code Reviews Mythos smythos! How to find 0day with lesser models
Pitching security startups to VCs in the AI era
2026/06/23
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 models have made it easier than ever to create software products, but despite this, the bar for what interests an investor is still largely the same. Everyone can run the marathon, but it’s usually the same few folks who finish first. So tune in to hear Jon share with us his wisdom on when to start the conversation with investors, how to leverage the experience of the founder community, and what founders should watch out for. This episode is also available on YouTube Show notes
How using open weight models can blow up in your face
2026/06/19
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 weight models like DeepSeek, Kimi and Qwen. But now the US government is forcing Anthropic to pull its Fable and Mythors models from the market, the argument for having greater control over your own AI stack is stronger than ever. But as you’ll hear in this episode, the model itself is just one component of the complex tech stack you’ll need to spin up if you want local inference. There’s a lot of moving parts, each of which comes with its own supply chain risks. So whether you’re hosting these models on your own hardware or via a SaaS provider, there’s a lot to ponder! Show notes
The state of the art in AI model jailbreaks
2026/06/16
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 of safety, both models were guardrailed up the wazoo, but that didn’t stop a bunch of jailbreakers from figuring out how to bypass at least some of their safety restrictions. In response to these guardrail bypasses the White House issued an export control directive on the models, citing national security concerns. But was the Trump administration right to do this? Do these jailbreaks represent a threat to the security of the USA, or was the export restriction overkill? Tune in to find out! Show notes Pliny the Elder on Fable 5 Jailbreak whoJumper's response to Pliny ConfusedPilot: Confused Deputy Risks in RAG-based LLMs
Why NPM v12 won’t stop supply chain attacks
2026/06/12
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 scripts and dynamic dependencies is a positive step forward… but it’ll take years for this new version to be adopted, and these changes do nothing to prevent malicious packages being imported into projects. Further, Paul thinks disabling these features by default will introduce friction that will cause them to be re-enabled. When the choice is “this builds” and “this is less prone to malware”, the former will always win. Show notes

Podcast reviews

Read Risky Business Features podcast reviews


5 out of 5
16 reviews
★★★★★
SecEnthused 2026/08/04
Excellent
Great analysis really, very thoughtful
★★★★★
Laughedoutloud 2026/03/25
Top notch work
Excellent addition to the Risky podcasts
check all reviews on apple podcasts

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