Risky Business Podcast

Analysis and news podcasts published weekly

Risky Business #833 -- The Great Mythos Freakout of 2026

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

On this week’s show, Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover:

  • Everyone has an opinion about Claude Mythos… even though almost nobody has used it yet
  • CISA adds a 2009 Excel bug to the KEV list, u wot?
  • Adobe also parties like it’s the 2000s, and fixes an Acrobat Reader bug
  • Disgraced former Trenchant exec Peter Williams’ sob story fails to resonate with … anyone
  • Remember those crosswalk buttons hacked to play audio mocking Trump and Zuck? They were “secured” by the password: 1234.

This week’s episode is sponsored by mobile network operator, Cape. Ajit Gokhale talks with James about the ways to get being a telco right when you’re starting from scratch and solving the security problems of 2026.

This episode is also available on Youtube.

Risky Business #833 -- The Great Mythos Freakout of 2026
0:00 / 59:45

Snake Oilers: Burp AI, Sondera and Truffle Security

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

In this edition of the Snake Oilers podcast three vendors stop by to pitch the audience on their products:

  • Burp AI and DAST: The founder of PortSwigger and creator of legendary security software Burp Suite, Dafydd Stuttard, drops by to pitch listeners on Burp AI and Burp Suite DAST.

  • Sondera: Josh Devon talks about Sondera, a technology designed to intervene when AI models start doing the wrong thing by statefully tracking their trajectories. This isn’t a permissions suite for AI agents, it’s a way to stick agents in a harness and make sure they adhere to hard policy boundaries.

  • Truffle Security: Dylan Ayrey, the founder of Truffle Security, joins Risky Business again to talk through the latest bells and whistles in Trufflehog, a security tool that searches for exposed secrets and validates them. The Truffle team has done a lot of work on the remediation part of their product over the last few years, and Dylan tells us all about it!

This episode is also available on YouTube

Snake Oilers: Burp AI, Sondera and Truffle Security
0:00 / 48:00

Risky Business #832 -- Anthropic unveils magical 0day computer God

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

On this week’s show, Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover:

  • Anthropic’s new Mythos model hunts bugs and chains exploits together so well that… you cant have it…
  • …Unless you’re one of their Project Glasswing partners
  • The world isn’t short on bugs, though. F5, Fortinet, Progress ShareFile, and TrueConf are all getting rekt by humans
  • GPU Rowhammering goes in the GPU, past the IOMMU and back into the host-side Nvidia driver
  • North Korea is spending serious time and money on its crypto hacking
  • Just when the US needs CISA most, they slash its budget some more!

This week’s episode is sponsored by identity verification firm, Persona. Tying digital actions to actual human identities isn’t just for banking know-your-customer any more. Persona’s Benjamin Chait says know-your-staff checks belong in high-value flows inside your organisation, too.

This episode is also available on Youtube.

Risky Business #832 -- Anthropic unveils magical 0day computer God
0:00 / 53:30

How the World Got Owned Episode 2: The 1990s, Part One

Presented by

Amberleigh Jack
Amberleigh Jack

Producer and Editor

Patrick Gray
Patrick Gray

CEO and Publisher

In this special documentary episode, Patrick Gray and Amberleigh Jack take a look back at hacking throughout the 1990s, from the feel-good vibes of the early hacking communities to the antics of young hackers who wound up on the run from the FBI.

Part one features recollections from:

  • Jeff Moss (The Dark Tangent), DefCon and Black Hat founder
  • Chris Wysopal (Weld Pond), L0pht member, co-founder, @Stake
  • Kevin Poulsen (Dark Dante), 1990s hacker turned journalist
  • Elias Levy (Aleph One), author of Smashing the Stack for Fun and Profit, Phrack, 1996

How the World Got Owned is produced in partnership with SentinelOne.

How the World Got Owned Episode 2: The 1990s, Part One
0:00 / 46:46

Risky Business #831 -- The AI bugpocalypse begins

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

On this week’s show, Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover:

  • Those pesky North Koreans shim a backdoor into a 100M-downloads-a-week npm package
  • TeamPCP appear to have ransacked Cisco’s source and cloud environments
  • AI is getting legitimately good at being told to “just go find some 0day in this”
  • Kaspersky says Coruna and Triangulation do share code lineage
  • Iranian hackers dump Kash Patel’s gmail spool
  • Oh, and of course there’s a Citrix Netscaler memory leak being exploited in the wild

This week’s episode is sponsored by Dropzone AI, who make automated AI SOC analysts. Head honcho Ed Wu explains how they’ve built pre-canned ‘hunt packs’ to lead the AI off into your environment to find weird, interesting and security relevant things.

This episode is also available on Youtube.

Risky Business #831 -- The AI bugpocalypse begins
0:00 / 59:40

Soap Box: Red teaming AI systems with SpecterOps

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

In this sponsored Soap Box edition of the show, Patrick Gray and James Wilson talk about red teaming AI systems with Russel Van Tuyl, Vice President of Services at elite penetration testing firm SpecterOps.

SpecterOps is the company behind attack path enumeration tool Bloodhound and Bloodhound Enterprise, but they’re also a pentest and red teaming shop with world class expertise in popping shells on all sorts of interesting systems in all sorts of interesting places.

This episode is also available on Youtube.

Soap Box: Red teaming AI systems with SpecterOps
0:00 / 30:11

Risky Business #830 -- LiteLLM and security scanner supply chains compromised

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

On this week’s show, Patrick Gray, Adam Boileau and James WIlson discuss the week’s cybersecurity news. They talk through:

  • TeamPCP’s supply chain attack on Github, and they threw in an anti-Iran wiper, because why not?!
  • Anthropic hooks up its models to just… use your whole computer
  • After Stryker’s Very Bad Day, CISA says maybe add some more controls around your Intune?
  • Another iOS exploit kit shows up in the cyber bargain-bin
  • The FTC decides to ban… all new home routers?! U wot m8?!
  • Supermicro founder was personally sanction-busting Nvidia GPUs into China?!

This week’s episode is sponsored by enterprise browser maker, Island. Chief Customer Officer Bradon Rogers joins Pat to explain how its customers are using Island to control the use of personal AI services in regulated industries.

This episode is also available on Youtube.

Risky Business #830 -- LiteLLM and security scanner supply chains compromised
0:00 / 63:53

Risky Business #829 -- Sneaky lobsters: Why AI is the new insider threat

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

On this week’s show, Patrick Gray, Adam Boileau and James WIlson discuss the week’s cybersecurity news. They discuss:

  • Iran’s Intune-based wiper attack on medical device maker Stryker
  • Qihoo 360’s AI publishes its own wildcard TLS cert private key
  • Instagram is canning its end-to-end encrypted messaging
  • What’s going on with mobile internet access in Moscow?
  • The Xbox One’s bootloader gets voltage glitched into submission
  • Oh Qualys! We love you! (At least, whoever is in the basement writing these beautiful .txt files…)

This week’s episode is sponsored by browser-based detection and response company, Push Security. Researcher Dan Green and Field CTO Mark Orlando join Pat to talk through the InstallFix variant of the *Fix attack technique.

This episode is also available on Youtube.

Risky Business #829 -- Sneaky lobsters: Why AI is the new insider threat
0:00 / 63:45

Risky Biz Soap Box: It took a decade, but allowlisting is cool again

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

In this Soap Box edition of the Risky Business podcast Patrick Gray sits down with Airlock Digital co-founders Daniel Schell and David Cottingham to talk about the role AI models could play in managing enterprise allowlists.

They also talk about the durability of allowlisting as a control. After 12 years in business, the Airlock product hasn’t really changed all that much. That’s a good thing! It also means the Airlock team have been able to spend some time doing deep engineering instead of chasing the latest attacker TTPs and writing detection rules for them.

This episode is also available on Youtube.

Risky Biz Soap Box: It took a decade, but allowlisting is cool again
0:00 / 27:25

Risky Business #828 -- The Coruna exploits are truly exquisite

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

On this week’s show, Patrick Gray, Adam Boileau and James WIlson discuss the week’s cybersecurity news. They cover:

  • The Coruna exploits were L3 Harris, but it seems Triangulation… was not!
  • Iran’s cyber HQ hit by Israeli (kinetic) strikes
  • Trump’s cyber “strategy” is … well, all we’ve got is jokes cause there’s no serious content
  • NSA and CyberCom finally get a leader after Lt Gen Joshua Rudd gets Senate nod
  • DOGE (remember them?!) employee walked a social security database out on a USB stick

This episode is sponsored by open source cloud security scanner Prowler. Creator and CEO Toni de la Fuente talks to Pat about some of the enterprise features Prowler is growing, while remaining true to its open source roots.

This episode is also available on Youtube.

Risky Business #828 -- The Coruna exploits are truly exquisite
0:00 / 62:28