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Risky Business: Daily Summaries Delivered
by Risky Business Media
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 security podcast without the waffle.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- 5 days ago34 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.
- 1 weeks ago54 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 allegedly hacked Much, much more… This week’s show is brought to you by Thinkst Canary. Founder Haroon Meer joins Patrick to talk about Thinkst’s new deception tools that trick the AI agents that are targeting you. It’s actually hilarious how well deception tech works against hacking agents. This episode is also available on YouTube
- 2 weeks ago59 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 platforms, so many bugs, so many patches breaking other stuff Much, much more… This week’s show is brought to you by Airlock Digital. Its co-founders Daniel Schell and David Cottingham join Patrick to talk about how Airlock has integrated itself with Crowdstrike via its Falcon Foundry platform. This episode is also available on YouTube
- 3 weeks ago42 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.
- 3 weeks ago1h 3m
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 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
- Sep 2, 202658 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 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
- Aug 26, 20261h 2m
Risky Business #850 -- Widespread AI-enabled attacks target Siemens PLCs
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
- Aug 19, 202659 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 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
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About Risky Business
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 security podcast without the waffle.
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