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Risky Business

Risky Business

Risky Business Media 100 Episodes Sep 16, 2026

Risky Business is a weekly information security podcast featuring news and in-depth interviews with industry luminaries. Launched in February 2007, it is a must-listen digest for information security pros. With a running time of approximately 50-60 minutes, Risky Business is pacy; a security podcast without the waffle.

Episodes

Risky Business #853 -- We're all gonna die, apparently
Risky Business #853 -- We're all gonna die, apparently Sep 16, 2026 3548 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 O
Snake Oilers: watchTowr, XBOW and CoreView
Snake Oilers: watchTowr, XBOW and CoreView Sep 11, 2026 2520 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 availabl
Risky Business #852 -- Cyber Command wants to buy shells
Risky Business #852 -- Cyber Command wants to buy shells Sep 9, 2026 3809 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
Risky Business #851 -- Agents are just ones and zeros, and tigers are just atoms
Risky Business #851 -- Agents are just ones and zeros, and tigers are just atoms Sep 2, 2026 3518 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 incid
Risky Business #850 -- Widespread AI-enabled attacks target Siemens PLCs
Risky Business #850 -- Widespread AI-enabled attacks target Siemens PLCs Aug 26, 2026 3773 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
Risky Business #849 -- Trump will unleash contractors on cybercriminals
Risky Business #849 -- Trump will unleash contractors on cybercriminals Aug 19, 2026 3546 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 star
Soap Box: Zero Trust(ish) Networks
Soap Box: Zero Trust(ish) Networks Aug 14, 2026 1744 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
Risky Business #848 -- OpenAI comes clean
Risky Business #848 -- OpenAI comes clean Aug 12, 2026 3587 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 a
Risky Business #847 -- Oops! Claude's accidental hacking spree
Risky Business #847 -- Oops! Claude's accidental hacking spree Aug 5, 2026 4102 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 mill
Risky Business #846 -- OpenAI built a fireplace out of wood
Risky Business #846 -- OpenAI built a fireplace out of wood Jul 29, 2026 3720 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
Risky Business #845 -- OpenAI's Skynet moment
Risky Business #845 -- OpenAI's Skynet moment Jul 22, 2026 4171 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
Soap Box: Using threat hunting to drive detection
Soap Box: Using threat hunting to drive detection Jul 8, 2026 2116 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 th

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