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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…

Risky Business

by Risky Business Media · English · Tech & Science

Risky Business is a weekly information security podcast featuring news and in-depth interviews with industry luminaries. Launched in February 2007, Risky Business is a must-listen digest for information security pros. With a running time of approximately 50-60 minutes, Risky Business is pacy; a…

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  1. 11 Sep 2026 · 42 min

    Snake Oilers: watchTowr, XBOW and CoreView

    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.

  2. 9 Sep 2026 · 1 hr 3 min

    Risky Business #852 -- Cyber Command wants to buy shells

    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…

  3. 2 Sep 2026 · 59 min

    Risky Business #851 -- Agents are just ones and zeros, and tigers are just atoms

    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…

  4. 19 Aug 2026 · 59 min

    Risky Business #849 -- Trump will unleash contractors on cybercriminals

    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…

  5. 14 Aug 2026 · 29 min

    Soap Box: Zero Trust(ish) Networks

    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…

  6. 12 Aug 2026 · 1 hr

    Risky Business #848 -- OpenAI comes clean

    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…

  7. 29 Sep 2026 · 34 min

    Soap Box: HD Moore talks OT security, frontier fearmongering and more

    In this sponsored Soap Box edition of the Risky Business podcast Patrick Gray chats with industry legend HD Moore about how his company runZero wound up being used heavily to discover OT devices in enterprise networks. They also talk about the vulnpocalypse and how frontier lab fearmongering is reminiscent of the collective freakout when HD released the Metasploit exploit framework back in 2003. This episode is also available on YouTube.

  8. 23 Sep 2026 · 55 min

    Risky Business #854 -- We're Jevpilled

    THE RISKY BUSINESS WEEKLY SHOW IS NOW ON HIATUS FOR TWO WEEKS AND WILL RETURN OCTOBER 14 On this week’s show Patrick Gray and James Wilson are joined by Adam Boileau to talk through the week’s news, including: Google’s Gemini finally did some crimes OpenAI admits more agents did silly things because “alignment” US Treasury’s Scott Bessent rules out a liability waiver for the frontier labs, saying, roughly: “Lol. Lmao even.” Jev is Silicon Valley’s “hot dog/not hotdog” app brought to life, and it will really improve security tooling The FBI and Coast Guard boarded oil tankers after they were…

  9. 16 Sep 2026 · 59 min

    Risky Business #853 -- We're all gonna die, apparently

    On this week’s show Patrick Gray and James Wilson are joined by former US Cyber Command executive director turned PwC’s Cyber, Data & Technology Risk leader Morgan Adamski to talk through the week’s news, including: More tech guys penned more open letters and AI will destroy us all! Another Wednesday, another congregation of OpenAI agents on wikis… yawn OpenAI agents were behind the headscratching RubyGems hacking campaign in May The FBI will disrupt more adversary operations, NSA is creating more mission centres, lawmakers want sanctions on hackers-for-hire… Release more hounds! So many…

  10. 5 Aug 2026 · 1 hr 8 min

    Risky Business #847 -- Oops! Claude's accidental hacking spree

    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…

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