Risky Business Media

Risky Business Features

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.

Author

Risky Business Media

Category

Technology

Podcast website

risky.biz

Latest episode

Jul 10, 2026

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Episodes

What to do 'til the bugpocalypse gets here 10.07.2026

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...

Mythos on your desk? Using local LLMs for code reviews 30.06.2026

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 t...

Pitching security startups to VCs in the AI era 23.06.2026

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,...

How using open weight models can blow up in your face 19.06.2026

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...

The state of the art in AI model jailbreaks 16.06.2026

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 r...

Why NPM v12 won’t stop supply chain attacks 12.06.2026

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...

Everything is getting much worse, much faster 05.06.2026

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 around outages or being hacked have been trumped by fears of being labelled an AI laggard. So where are we all going? Say hello to tech debt-riddled, vibe-coded apps, crazy dependencie...

Solo podcast: A deep dive on TeamPCP 02.06.2026

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 up and was smashing global software supply chains in the highest profile attacks of 2026. TeamPCP upskilled and turned the software development ecosystem into its personal credenti...

How to survive supply chain attacks 25.05.2026

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 made attackers faster, and “vibe coding” means the number of environments pulling packages from the internet has gone to the moon. It also means legacy tooling that seeks out the bad...

How the CopyFail disclosure went sideways 21.05.2026

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, mistakes were made and lessons learned. It’s worth a podcast, too, because in our opinion this incident foreshadows the inevitable problems that open source software will face in the unf...

NCSC’s Ollie Whitehouse on surviving the "bugpocalypse" 18.05.2026

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 the face of the AI “bugpocalypse”. As Ollie explains, organisations will need to reduce internet-facing attack surface and make better architecture decisions as 0day discovery spee...

What a great agentic AI deployment plan looks like 12.05.2026

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 doesn’t deliver value, and avoiding all risk stalls progress. James and Brad discuss the phases of AI adoption and contrast what a great plan looks like, versus an overly cautious one...

Mythos smythos! How to find 0day with lesser models 08.05.2026

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 as a Distinguished Engineer at Google and then heading up security at Stripe. His interest in AI bug hunting was piqued recently when one of the Mythos 0day vulnerabilities that rec...

Solving the AI agent identity problem 04.05.2026

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 companies that are deploying AI. With everyone now in at least a large-scale pilot of agentic AI, the issue of how to manage agent identities and credentials is still an unsolved proble...

A deep dive on AI model distillation attacks 29.04.2026

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 for frontier labs! Any LLM-based product could have its competitive advantage stolen through these attacks. James covers: High-level concept of distillation Why it matters including...

Feature Interview: Nicholas Carlini, Anthropic 24.04.2026

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 conference demonstrated how Anthropic’s Opus 4.6 could find and exploit vulnerabilities in popular open source projects. In the short few weeks since then, Anthropic announced a new model...

A builder's perspective on Mythos and frontier models 20.04.2026

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 former VP Eng and COO at Airtasker. He’s now an investor and advisor to startups and he co-hosts The Startup Podcast. Show notes

Mythos and 0day: Fixing exploits is not safety 17.04.2026

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 fixing exploits makes us safer. Show notes

Mythos and 0day: A hacker’s perspective 13.04.2026

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 of Aether AI. He’s been hacking into organisations for more than a decade, and knows a thing or two about combining AI and offensive security. Show notes

What happens after North Korea infiltrates? 08.04.2026

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 workers are actually hired, how value is maximised for the regime, and how the money moves around. It’s even more diabolical than the headlines divulge. Show notes Lazarus Heist Po...

Why CISOs need to be more flexible in the AI era 03.04.2026

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 internal users are adopting AI faster than security teams can keep up. This requires CISOs to bend on things that would have otherwise been a hard-no in the past, and revisit some...

A Risky Biz Experiment: Hunting for iOS 0day with AI 31.03.2026

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. Technically this podcast is James having a conversation with himself, but the exchange is illuminating. It turns out LLMs can really help with finding 0day, even in mature code repos...

Interview: Former NSA and CIA cyber leaders on offensive AI 27.03.2026

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 of a live audience at the Decibel Oasis side event next door to the RSA Conference in San Francisco, the trio also talk about why a series of iOS exploit chain leaks don’t seem to...

When disaster strykes 23.03.2026

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 what else could they have weaponised? This podcast basically turned into an incident review of the Stryker incident. Enjoy! Show notes

MCP is Dead 18.03.2026

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 possible, the models have shown us they want to use something else instead. They want to use the shell directly, and that is going to have serious cybersecurity consequences. Show notes

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