Risky Business Features
by Risky Business Media
Hosts
- James Wilson
Copyright Risky Business Media 2007-2026
Jun 23, 2026Recent reviews on Apple Podcasts (1)
Top notch work
Excellent addition to the Risky podcasts
Laughedoutloud ·
Episodes (29)

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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