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Explore every episode of the podcast Risky Business

Dive into the complete episode list for Risky Business. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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TitlePub. DateDuration
Snake Oilers: watchTowr, XBOW and CoreView11 Sep 202600:42:00

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

  • watchTowr: We’re all familiar with watchTowr’s research, but what do they actually do?
  • XBOW: The AI pentesting company pitches its approach
  • CoreView: Your M365 tenant is probably a security disaster. Tame it with CoreView!

This episode is also available on YouTube.

Show notes
Risky Business #852 -- Cyber Command wants to buy shells09 Sep 202601:03:29

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Robby Winchester from SpecterOps to talk through the week’s news, including:

  • ID verification company IDScan was breached and 153m driver licenses wound up for sale online. Cue the barrage of lawsuits
  • The US government plans to pay private contractors to conduct military hacks
  • The US accuses China of distillation attacks, a.k.a. forbidden training
  • It’s Wednesday, so OpenAI’s agents escaped sandboxes again and passed notes around on a German Wiki
  • Much, much more…

This week’s show is brought to you by Sublime Security. Sublime’s head of detection engineering Randy Pargman joins the show to chat about how the company is preparing for prompt injection attacks to move from being largely theoretical to commonplace.

This episode is also available on YouTube

Show notes
Risky Business #851 -- Agents are just ones and zeros, and tigers are just atoms02 Sep 202600:58:38

On this week’s show Patrick Gray and James Wilson are joined by guest co-host The Grugq to talk through the week’s news, including:

  • Two alleged TeamPCP hackers got arrested in Australia
  • The White House has a plan to boost security for water facilities, but we can’t see it working
  • OpenAI keeps the ol’ Hugging Face discourse going for another week with an incident debrief
  • Tech companies write another open letter about AI… we’re getting CISA Shields Up flashbacks, but for robots
  • Much, much more…

This week’s show is brought to you by Ent AI. Co-founder Brandon Dixon joins Pat to talk through some of the absolutely wild fraud and abuse the company’s endpoint security tool is finding when it’s deployed inside large organisations.

This episode is also available on YouTube

Show notes
Risky Business #850 -- Widespread AI-enabled attacks target Siemens PLCs26 Aug 202601:02:53

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Ollie Whitehouse, the CTO of the UK’s NCSC, to talk through the week’s news, including:

  • Iranian hackers take down a small-scale power generator in the UK
  • Siemens PLCs in critical US sectors are also being targeted… We’re stumped on who could be behind that one, too.
  • Microsoft fixed a CVSS 10 deserialisation bug in Entra before someone else found it and owned the planet
  • Prompt injection isn’t going away
  • LLMs are deceiving us meat sacks and it’s a worry
  • Much, much more…

This week’s show is brought to you by Okta. VP of Threat Intel Brett Winterford joins the show in this week’s sponsor interview to talk James through how the company is turning its plethora of accumulated data into free alerting for its customers. They also chat about Okta’s new threat intelligence product line.

This episode is also available on YouTube

Show notes
Risky Business #849 -- Trump will unleash contractors on cybercriminals19 Aug 202600:59:06

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Dmitri Alperovitch to talk through the week’s news, including:

Trump’s memo authorising the private sector to release the cyber hounds is fine, don’t worry! OpenAI finally decides to add a few safety measures after the whole “oopsie we committed some felonies” thing Anthropic’s models start a turf war when given the same task, surprising… nobody We can’t figure out whether a device that can hack a 737 is showboating stunt hacking or … something more real-world cool. Or both. Or something. Much, much more

This week’s show is brought to you by threat hunt and detection platform Nebulock. Founder and CEO Damien Lewke joins Pat to chat about what it looks like when you try to reinvent the SIEM in 2026 on a clean sheet of paper.

This episode is also available on YouTube

Show notes
Soap Box: Zero Trust(ish) Networks14 Aug 202600:29:04

In this Soap Box edition of the Risky Business podcast host Patrick Gray chats with Adam Pointon, CEO of Knocknoc, about the failure of Zero Trust as a comprehensive architecture.

Most networks look like they were designed in 1999, and most Zero Trust products look like they were designed for 2049.

Instead, Patrick and Adam pitch something in the middle: Zero Trust(ish) networks, where Zero Trust principles are applied selectively where possible.

Instead of trying to re-architect entire networks, maybe it’s time we learned to apply Zero Trust principles selectively against risky assets. It’s a better approach than the status quo, which involves liberal use of the “risk accepted” stamp.

This episode is also available on YouTube

Show notes
Risky Business #848 -- OpenAI comes clean12 Aug 202600:59:47

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Brad Arkin to talk through the week’s news, including:

  • The AI-agent-hacks-stuff saga continues. This week we have one booting gymgoers from full classes to nab its owner a spot
  • Somehow OpenAI’s legal team allowed the company to spill all the Hugging Face tea at BlackHat and it’s hot and delicious
  • More details emerge about Iran’s hacking campaign against US water utilities, but Brad is unimpressed
  • It turns out TeamPCP has been around longer than we thought and predates the AI era
  • Some absolute plonker kept the DEFCON party going on a Delta flight home. No word yet on if they made the plane fly sideways
  • Much, much more

This week’s show is brought to you by cloud security platform Prowler. Founder and CEO Toni de la Fuente chats about what the company is doing with AI and some of the cool ways customers are using it with Prowler.

This episode is also available on YouTube

Show notes
Risky Business #847 -- Oops! Claude's accidental hacking spree05 Aug 202601:08:22

On this week’s show Patrick Gray, and James Wilson are joined by bearded man of leisure Adam Boileau to discuss the week’s cybersecurity news, including:

  • Accidental AI agent hacking sprees have the world’s media freaking out, but we think it’s all pretty funny
  • The bugpocalypse is so chaotic, Microsoft can’t patch fast enough
  • A ColdCard wallet flaw led to millions in Bitcoin theft, but the back story behind the bug is bonkers
  • Iran hacks and disrupts water infrastructure in multiple American states
  • North Korea’s state-backed hackers turn criminal. Or their criminals turn into state-backed hackers. Or something. It’s all a bit confusing, actually.
  • Much, much more!

This week’s show is brought to you by Sondera. Co-founder Josh Devon joins Patrick and James to talk through some absolutely hilarious LLM horror stories.

This episode is also available on YouTube

Show notes
Risky Business #846 -- OpenAI built a fireplace out of wood29 Jul 202601:02:00

On this week’s show special guest co-host Pete Ranks, the former director of the CIA’s Centre for Cyber Intelligence, joins Patrick Gray and James Wilson to discuss the week’s cybersecurity news. They cover:

  • Everyone signs the open weights open letter, except Anthropic… of course.
  • OpenAI had no idea it had hacked Hugging Face
  • Kimi K3 open weights released and they’re massive!
  • Why a more aggressive response is needed to cyber attacks on OT
  • And much, much more!

This week’s show is brought to you by SpecterOps. In this week’s sponsor interview Justin Kohler and Jared Atkinson talk about how SpecterOps’ Bloodhound now supports AWS attack paths. Run it against your AWS infra, but only if you have a strong stomach. The results will terrify you.

This episode is also available on YouTube.

Show notes
Risky Business #845 -- OpenAI's Skynet moment22 Jul 202601:09:31

On this week’s show special guest co-host Chris Krebs joins Patrick Gray and James Wilson to discuss the week’s cybersecurity news. They cover:

  • Oopsie daisy! OpenAI agents went rogue and hacked Hugging Face
  • US and China trade AI model ban threats
  • Iran has been using SS7 queries to locate and target US troops
  • Scattered Spider is having a hard time, not just because of Microsoft’s GDID
  • And much, much more!

This week’s show is brought to you by Push Security. Luke Jennings joins Patrick this week to talk about the rise in authorisation phishing, like device code phishing, and what companies like Push are doing about it.

This episode is also available on YouTube.

Show notes
Soap Box: Using threat hunting to drive detection08 Jul 202600:35:16

In this wholly sponsored Soap Box edition of the podcast Patrick Gray chats with Damien Lewke, the CEO and founder of Nebulock, about the future of threat hunting and detection.

Damien spent a decade in the EDR and MDR space before founding Nebulock in 2024. It started off as an AI-powered threat hunt platform but has evolved into a broader security data platform that can answer questions, drive hunts and drive detections.

This product is engineered around the idea that a lot of security is a data problem. So, if we accept this premise, how do we solve security? And how much of that solution is about agents, vs building a good graph? And if you’re going to build a good graph, do you want to build it for a person to use, or an agent to use?

This is truly a conversation for the security nerd’s nerd. Enjoy!

This episode is also available on YouTube

Show notes
Risky Business #844 -- China closes AI vulndev gap as USA lifts Fable ban01 Jul 202601:00:11

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

  • Anthropic’s Fable 5 returning while OpenAI’s GPT-5.6 gets thrown in model jail
  • Distillation, cheap tokens, and AI chat harvesting is an industry in China
  • Edge becomes a lolbin via a new malicious extension
  • An Iranian APT boss’s vacation in a beautiful place goes wrong
  • Much, much more!

In this week’s sponsor interview Daf Stuttard and Katie Warren from Portswigger pop along to talk about how they built an AI security testing product that people would actually feel comfortable using.

This episode is also available on YouTube.

Show notes
Risky Business #843 -- Fortibleed is kinda awesome, actually24 Jun 202601:03:35

On this week’s show special guest co-host Rob Joyce joins Patrick Gray and James Wilson to discuss the week’s cybersecurity news. Rob served as an advisor to Donald Trump during his first term as president and also served at NSA for 34 years. While at the agency, Joyce led Tailored Access Operations (TAO), and later became NSA’s Director of Cybersecurity.

They cover:

  • The surprisingly well done Fortibleed campaign
  • Stolen Klue OAuth tokens lead to Salesforce data theft
  • OpenAI wants to patch the planet
  • runZero gets acquired by Accenture, congrats HD Moore!
  • Much, much more!

This episode is also available on YouTube.

Show notes
Risky Business #842 -- Anthropic needs an adult in the C suite17 Jun 202600:59:59

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

  • Anthropic’s Fable 5 and Mythos 5 get nuked by the US government four days after launch “because security”
  • Why “guardrails” won’t keep the world safe from your AI doomsday machine
  • The FISA 702 statute expired, but the spying can (probably) continue!
  • NPM v12 delivers some protection against supply chain attacks, but not enough.
  • Microsoft has a series of bugs that prevent Windows Update from … updating
  • Much, much more!

This episode is also available on YouTube

Show notes
Risky Business #841 -- Microsoft gets owned and 0day'd10 Jun 202601:03:02

On this week’s show special guest co-host Chris Wade, the founder of Corellium turned Cellebrite CTO, joins Patrick Gray and James Wilson to discuss the week’s cybersecurity news.

They cover:

  • Microsoft has repos owned, GitHub tokens popped, and a new 0day dropped on them
  • Meanwhile, researchers are choosing full disclosure instead of engaging MSRC
  • Meta’s AI support agent allowed a staggering 20,000 accounts to be stolen!
  • Apple pulls Russia’s MAX messenger from the App Store and disables notifications
  • Anthropic gives the public our first Mythos-class model but it won’t do cybersecurity work
  • Stripe and Google Tag Manager used in eCommerce website hack campaign
  • And much, much more!

This week’s show is brought to you by runZero. HD Moore, runZeros’ founder, drops by in this week’s sponsor interview to talk about the AI vibe shift. Everyone is very worried about getting owned all of a sudden, and it’s really changing the cybersecurity business.

This episode is also available on YouTube.

Show notes
Soap Box: Detection and response in the AI age05 Jun 202600:36:35

In this sponsored Soap Box edition of the Risky Business podcast Patrick Gray chats with Edward Wu, founder of Dropzone, about what AI is doing to detection, response and the SOC more generally.

Dropzone makes AI agents that conduct alert investigations in your SOC, but will the SOC as we know it even exist in the future?

Ed has a deep expertise in SOC tech, having previously led AI/ML detection engineering at Extrahop. This interview is a fantastic look at what the future may bring for detection and response professionals.

This episode is also available on YouTube

Show notes
Risky Business #840 -- Microsoft walks back researcher threats03 Jun 202601:06:03

On this week’s show special guest co-host Andy Boyd joins Patrick Gray and James Wilson to discuss the week’s cybersecurity news. Andy is the CEO of REDLattice, which makes the Paragon “intelligence collection and reconnaissance” solution.

They cover:

  • Adversaries are tracking US troop locations with commercially available location data
  • A new Signal phishing campaign is going after message backups
  • 404 Media is suing ICE to get its spyware contract with REDLattice (lol)
  • Microsoft’s tone-deaf response to ‘never justifiable’ zero-day disclosures
  • Mini Shai-Hulud pops up again just as Glassworm gets shattered
  • Much, much more

This week’s episode is sponsored by Authentik, an open source identity platform that you can host yourself. In this week’s sponsor interview Authentik’s CEO Fletcher Heisler joins Patrick Gray to talk about how they’re keeping up with the bugpocalypse, and also the work they’re doing to support identities for AI agents.

This episode is also available on YouTube.

Show notes
Risky Business #839 -- TeamPCP stole GitHub's internal repos27 May 202601:00:23

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

  • TeamPCP breached GitHub’s internal repos. Now what?
  • Some absolute plonker glued Coruna to a hijacked npm package
  • CISA is worried about about open source and wants third party submissions for KEV
  • AI infrastructure is “systemically” insecure
  • Much, much more

This week’s episode is sponsored by allowlisting vendor Airlock Digital. Airlock’s founders David Cottingham and Daniel Schell join Patrick Gray to talk about Microsoft briefly flagging DigitCert’s root certificate as malware. Fun!

This episode is also available on YouTube

Show notes
Risky Business #838 -- GitHub investigates possible breach20 May 202601:02:49

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

They cover:

  • GitHub announced a possible breach
  • CISA leaks important creds, keys in public repo
  • Awful vulnerability in Bitlocker renders it useless without a PIN
  • So. Many. Patches.
  • Polish Government urges officials to ditch Signal for mSzyfr
  • Much, much more

This week’s show is brought to you by Thinkst Canary. Thinkst’s founder, Haroon Meer, is this week’s sponsor guest. He joined James Wilson to talk about how doing “the basics” in security isn’t trivially easy.

This episode is also available on YouTube.

Show notes
Soap Box: Where does AI fit into cloud security?15 May 202600:33:37

In this sponsored soap box edition of the Risky Business podcast Patrick Gray chats with Toni de la Fuente, the founder of Prowler.

Prowler started off as a bunch of scripts in a trenchcoat, then became an open source cloud security tool, and it’s now a venture-funded cloud security business. In this interview Toni talks us through how AI is changing the game for him as an open source project owner, and as a vendor. In short, reports of the death of IT and security tooling at the hands of frontier models have been greatly exaggerated.

This episode is also available on Youtube.

Show notes
Risky Business #837 -- GitHub Actions footgun claims TanStack13 May 202601:05:15

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

They cover:

  • Mini Shai-Hulud and the TanStack compromise using Github Actions
  • Instructure pays Canvas elearning platform data extortionists
  • More Linux privilege escalation 0days!
  • CISA helping critical infrastructure operators rearchitect their networks so they work offline

This week’s episode is sponsored by email security platform Sublime Security. Bobby Filar chats with Patrick about how agentic AI is being evaluated by buyers in a marketplace that’s experiencing “AI fatigue”.

This episode is also available on Youtube.

Show notes
Risky Business #836 -- You can't patch the bugpocalypse06 May 202601:01:56

On this week’s show, Patrick Gray and James Wilson are joined by special guest co-host Brad Arkin. They discuss the week’s cybersecurity news, including:

  • The US Government says we just have to patch faster, but…
  • Bugs in cPanel, MoveIt and all Linux distributions this week show that patching alone isn’t enough
  • James gets mad about lame AI Agent adoption advice from the US and Australian Governments
  • James Kettle and Niels Provos both showed us that any model can find 0day like Mythos
  • And the cyber-assisted theft of cargo results in an astonishing loss of $725 million dollars

This week’s show is sponsored by SpecterOps. Their CTO, Jared Atkinson, chats to Pat about the big changes in the threat landscape, brought about by AI, that are causing a pivot away from detection and remediation, and toward prevention.

This episode is also available on Youtube.

Show notes
Snake Oilers: Ent AI, Spacewalk and Mondoo01 May 202600:43:59

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

  • Ent AI: Co-founder Brandon Dixon pitched Ent, an intent-aware, AI-powered endpoint security control.

  • Spacewalk AI: Founders Chris Fuller and Tim Wenzlau pitch Spacewalk, an AI-powered incident response platform.

  • Mondoo: Co-founder Dominik Richter pitches Mondoo, an AI-powered “service as software” in the vulnerability management space.

This episode is also available on YouTube.

Show notes
Risky Business #835 -- Why the Fast16 malware is badass29 Apr 202601:06:28

On this week’s show, Patrick Gray and James Wilson are joined by special guest-host Dmitri Alperovitch. They discuss the week’s cybersecurity news, including:

  • The US government is mad as hell about Chinese firms stealing American AI technology
  • Dmitri has an opinion or two about the US selling Nvidia chips to China
  • Speaking of Chinese AI, Kimi’s new 2.6 is very interesting
  • The US sanctions a Cambodian senator for earning mega bucks through scam compounds
  • And a ransomware family is promoting itself as being … quantum-safe?

This week’s show is sponsored by Trail of Bits. CEO and co-founder Dan Guido chats to Pat about how private inference works and Trail of Bits’ audit of WhatsApp’s private AI setup.

This episode is also available on Youtube.

Show notes
Risky Business #834 -- Vercel gets owned, Mozilla dumps hundreds of Mythos bugs22 Apr 202601:00:33

On this week’s show, Patrick Gray and James Wilson are joined by special guest The Grugq. They discuss the week’s cybersecurity news, including:

  • Vercel got owned, and there’s a few infostealer and compromised employee dots to connect
  • Mozilla used Mythos to find 271 bugs, which feels like a sign of the bug-pocalypse
  • Speaking of the bug-pocalypse, is that why NIST is noping out of enriching a bunch of bugs?
  • The NSA is using Mythos even though the government did that whole Anthropic blacklisting thing
  • And DDos attacks hit a couple of smaller-player socials

This week’s episode is sponsored by Permiso. Ian Ahl chats to Pat about the subtle signals Permiso uses to detect ShinyHunters-style activity in cloud and on-prem environments.

This episode is also available on Youtube.

Show notes
Risky Business #833 -- The Great Mythos Freakout of 202615 Apr 202600:59:45

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.

Show notes
Snake Oilers: Burp AI, Sondera and Truffle Security09 Apr 202600:48:00

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

Show notes
Risky Business #832 -- Anthropic unveils magical 0day computer God08 Apr 202600:53:30

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.

Show notes
How the World Got Owned Episode 2: The 1990s, Part One03 Apr 202600:46:46

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.

Show notes
Risky Business #831 -- The AI bugpocalypse begins01 Apr 202600:59:40

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.

Show notes
Soap Box: Red teaming AI systems with SpecterOps27 Mar 202600:30:11

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.

Show notes
Risky Business #830 -- LiteLLM and security scanner supply chains compromised25 Mar 202601:03:53

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.

Show notes
Risky Business #829 -- Sneaky lobsters: Why AI is the new insider threat18 Mar 202601:03:45

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.

Show notes
Risky Biz Soap Box: It took a decade, but allowlisting is cool again12 Mar 202600:27:25

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.

Show notes
Risky Business #828 -- The Coruna exploits are truly exquisite11 Mar 202601:02:28

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.

Show notes
Risky Business #827 -- Iranian cyber threat actors are down but not out04 Mar 202601:01:24

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

  • The US-Israeli attack on Iran had a whole lot of cyber. It’s clearly in the playbook now!
  • The NSA Triangulation / L3 Harris Trenchant iOS exploit kit is on the loose, and being used by Chinese crypto scammers
  • So long Maddhu Gottumukkala, but CISA’s annus horribilis continues
  • Adam “humbug” Boileau complains about the Airsnitch wifi attack just being three ethernets in a trenchcoat
  • ASD’s Cisco SD-WAN threat hunting guide is clearly borne of … experience

This week’s episode is sponsored by AI threat hunting platform Nebulock. Sydney Marrone joins to talk about how useful AI models are on the hunt, and her work building out an open source framework and maturity model. It’s methodology agnostic, so you can adapt it for your environment, and the github link is in the show notes!

This episode is also available on Youtube.

Show notes
Risky Business #826 -- A week of AI mishaps and skulduggery25 Feb 202601:06:11

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

  • Low skill actors compromise 600 Fortinets with AI-generated playbooks
  • Anthropic calls out Chinese AI firms over model distillation
  • Meta’s director of AI safety tells her ClawdBot not to delete her mail… so of course it does
  • Peter Williams cops 7 years in jail for selling L3 Harris Trenchant’s exploits to Russia
  • Ivanti got hacked in 2021 via… bugs in Ivanti

This episode is sponsored by line-rate network capture system Corelight. CEO Brian Dye joins to discuss what AI can do for defenders, and what it can’t.

This episode is also available on Youtube.

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Risky Biz Soap Box: The lethal trifecta of AI risks19 Feb 202600:37:33

There’s a lethal trifecta of AI risks: access to private data, exposure to untrusted content, and external communication. In this conversation, Risky Business host Patrick Gray chats with Josh Devon, the co-founder of Sondera, about how to best address these risks.

There is no magic solution to this problem. AI models mix code and data, are non-deterministic, and are crawling around all over your enterprise data and APIs as you read this.

But in this sponsored interview, Josh outlines how we can start to wrap our hands around the problem.

This episode is also available on Youtube.

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Risky Business #825 -- Palo Alto Networks blames it on the boogie18 Feb 202601:03:13

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

  • Palo Alto threat researchers want to attribute to China, but management says shush
  • An increasing proportion of ransomware is data extortion. Is this good?
  • Cambodia says it’s going to dismantle scam compounds
  • CISA sufferers through yet another shutdown
  • Google Gemini’s training secrets are being systematically harvested to improve other LLMs
  • Academics assess SaaS password managers’ resilience against a malicious server

This episode is sponsored by SSO-firewall integration vendor Knocknoc. Chief exec Adam Pointon joins to talk about the latest in defences… which is to say Knocknoc for Solaris/Sparc and HPUX on PA-RISC?! Okay also that other little known OS… Windows.

This episode is also available on Youtube.

Show notes
Risky Business #824 -- Microsoft's Secure Future is looking a bit wobbly11 Feb 202600:56:13

On this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including:

  • Microsoft reshuffles security leadership. It doesn’t spark joy.
  • Russia is hacking the Winter Olympics. Again. But y tho?
  • China-linked groups are keeping busy, hacking telcos in Norway, Singapore and dozens of others
  • Campaigns underway targeting Ivanti, BeyondTrust and SolarWinds products
  • An unknown hero blocks 23/tcp on the US internet backbone
  • And James Wilson pops into talk about Claude’s go at a C compiler

This week’s episode is sponsored by Ent.AI, an AI startup that isn’t quite ready to tell us all what they’re doing. But nevertheless, founder Brandon Dixon joins to discuss AI’s role in security. Where does language-based understanding take us that previous methods couldn’t?

This episode is also available on Youtube.

Show notes
Risky Business #823 -- Humans impersonate clawdbots impersonating humans04 Feb 202600:56:09

Patrick Gray and Adam Boileau are joined by the newest guy on the Risky Business Media team, James WIlson. They discuss the week’s cybersecurity news, including:

  • Notepad++ update supply chain attack has been attributed to China
  • The AI agent future is even more stupid than expected; behold the OpenClaw/Clawdbot/Moltbook mess
  • The Epstein files claim he had a personal hacker?
  • Microsoft is finally getting ready to (think about starting to begin to) disable NTLM by default
  • The usual bugs in the usual things! Ivanti, Fortinet, and Solarwinds. Again.
  • Telco hides a free trip in its privacy policy, someone actually reads it and wins!

This weeks’s episode is sponsored by opensource IDP platform Authentik. CEO Fletcher Heisler talks to Pat about their new endpoint agent that can enforce device posture policies during login.

This episode is also available on Youtube.

Show notes
Risky Business #822 -- France will ditch American tech over security risks28 Jan 202601:04:05

In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news. They discuss:

  • La France is tres sérieux about ditching US productivity software
  • China’s Salt Typhoon was snooping on Downing Street
  • Trump wields the mighty DISCOMBOBULATOR
  • ESET says the Polish power grid wiper was Russia’s GRU Sandworm crew
  • US cyber institutions CISA and NIST are struggling
  • Voice phishing for MFA bypass is getting even more polished

This episode is sponsored by Sublime Security. Brian Baskin is one of the team behind Sublime’s 2026 Email Threat Research report. He joins to talk through what they see of attackers’ use of AI, as well as the other trends of the year.

This episode is also available on Youtube.

Show notes
Risky Business #821 -- Wiz researchers could have owned every AWS customer21 Jan 202601:04:46

In this week’s show, Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, joined by a special guest. BBC World Cyber Correspondent Joe Tidy is a long time listener and he pops in for a ride-along in the news segment plus a chat about his new book.

This week news includes:

  • Did the US cyber Venezuela’s power grid, or do they just want us to think they coulda?
  • US govt might boycott the RSAC Conference ‘cause Jen Easterly being CEO makes them mad
  • MS Patch Tuesday fixes CVSS5.5 bug and … stops you shutting down
  • Wiz pulls off cloud stunt hack that ends with control of everyone’s AWS console
  • Millions of Bluetooth devices that use Google’s Fast Pairing will pair with anyone, any time
  • GNU inet-tools’ telnetd parties like it’s 2007, and brings -f root unauthed remote login back

Thinkst is this week’s sponsor, and long time friend of the show Haroon Meer joins. As always they’re polishing their Canary tokens - adding breadcrumbs to lead you to them - but they’re also a bunch of giant nerds who now run South Africa’s Computer Olympiad.

This episode is also available on Youtube.

Show notes
Risky Business #820 -- Asian fraud kingpin will face Chinese justice (pew pew!)14 Jan 202600:59:15

Risky Business returns for 2026! Patrick Gray and Adam Boileau talk through the week’s cybersecurity news, including:

  • Santa brings hackers MongoDB memory leaks for Christmas
  • Vercel pays out a million bucks to improve its React2Shell WAF defences
  • 39C3 delivers; the pink Power Ranger deletes nazis, while a catgirl ruins GnuPG
  • Cambodian scam compound kingpin gets extradited to China, and we don’t think it’ll go well for him
  • Krebs picks apart the Kimwolf botnet and residential proxy networks
  • So many healthcare data leaks that we have a roundup section

This week’s episode is sponsored by Airlock Digital. The founders of the application allow-listing vendor, David Cottingham and Daniel Schell, discuss Microsoft’s ClickOnce .NET app packaging, and how attackers have been abusing it to load code. Airlock hates it when you load code!

This episode is also available on Youtube.

Show notes
How the World Got Owned Episode 1: The 1980s06 Jan 202601:03:36

In this special documentary episode, Patrick Gray and Amberleigh Jack take a historical dive into hacking in the 1980s. Through the words of those that were there, they discuss life on the ARPANET, the 414s hacking group, the Morris Worm, the vibe inside the NSA and a parallel hunt for German hackers happening at a similar time to Cliff Stoll’s famous Cuckoo’s Egg story.

This podcast features the memories of:

  • Jon Callas, former principal software engineer at Digital Equipment Corporation
  • Mark Rasch, Morris Worm prosecutor
  • Timothy Winslow, former 414 hacker
  • Greg Chartrand, author of Cracking the Cuckoos Egg and
  • Tony Sager, former NSA

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

Show notes
Risky Business #819 -- Venezuela (credibly?!) blames USA for wiper attack17 Dec 202500:54:05

In the final show of 2025, Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including:

  • React2Shell attacks continue, surprising no one
  • The unholy combination of OAuth consent phishing, social engineering and Azure CLI
  • Venezuela’s state oil firm gets ransomware’d, blames US… but what if it really is a US cyber op?!
  • Russian junk-hacktivist gets indicted for cybering critical… err… a car wash and a fountain
  • Microsoft finally turns RC4 off by default in Active Directory Kerberos
  • Traefik’s TLS verify=on … turns it off, whoopsie 🤡

This week’s episode is sponsored by Sublime Security, makers of an email filtering solution that’s up for dealing with modern problems. Founder and CEO Josh Kamdjou joins to talk about calendar invite phishing, and the extra steps they’ve had to take to reach into people’s calendars and fix the mess.

The Risky Business weekly show is taking holiday break, and will return on 14 January for its twentieth year! Good luck out there, internet friends.

This episode is also available on Youtube.

Show notes
Risky Biz Soap Box: Graph the planet!11 Dec 202500:42:53

In this sponsored Soap Box edition of the Risky Business podcast, Patrick Gray chats with Jared Atkinson, CTO of SpecterOps, about BloodHound OpenGraph.

OpenGraph enumerates attack paths across platforms and services, not just your primary directories.

A compromised GitHub account to on-prem AD compromise attack path? It’s a thing, and OpenGraph will find it.

Cross-platform attack path enumeration! So good!

This episode is also available on Youtube.

Show notes
Risky Business #818 -- React2Shell is a fun one10 Dec 202500:58:27

In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including:

  • There’s a CVSS 10/10 remote code exec in the React javascript server. JS server? U wot mate?
  • China is out popping shells with it
  • Linux adds support for PCIe bus encryption
  • Amnesty International says Intellexa can just TeamViewer into its customers’ surveillance systems
  • …and a Belgian murder suspect complains that GrapheneOS’s duress wipe feature failed him?

This week’s episode is sponsored by Kroll Cyber. Simon Onyons is Managing Director at Kroll’s Cyber and Data Resilience arm, and he discusses a problem near to many of our hearts. Just how do you explain cyber risk to the board?

This episode is also available on Youtube.

Show notes
Risky Business #817 -- Less carnage than your usual Thanksgiving03 Dec 202501:01:06

In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news. It’s a quiet week with Thanksgiving in the US, but there’s always some cyber to talk about:

  • Airbus rolls out software updates after a cosmic ray bitflips an A320 into a dive
  • Krebs tracks down a Scattered Lapsus$ Hunters teen through the usual poor opsec…
  • … as Wired publishes an opsec guide for teens.
  • Microsoft decides its login portal is worth a Content Security Policy
  • South Korean online retailer data breach covers 65% of the country

This week’s episode is sponsored by Nebulock. Founder and CEO Damien Lewke joins to talk through their work bringing more SIgma threat detection rules to MacOS.

This episode is also available on Youtube.

Show notes
Risky Business #816 -- Copilot Actions for Windows is extremely dicey26 Nov 202500:58:07

In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including:

  • Salesforce partner Gainsight has customer data stolen
  • Crowdstrike fires insider who gave hackers screenshots of internal systems
  • Australian Parliament turns off wifi and bluetooth in fear of of visiting Chinese bigwigs
  • Shai-Hulud npm/Github worm is back, and rm -rf’ier than ever
  • SEC gives up on Solarwinds lawsuit
  • Dog eats cryptographer’s key material

This week’s episode is sponsored by runZero. HD Moore pops in to talk about how they’re integrating runZero with Bloodhound-style graph databases. He also discusses uses for driving runZero’s tools with an AI, plus the complexities of shipping AI when the company has a variety of deployment models.

This episode is also available on Youtube.

Show notes
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