Shows / Risky Business

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.
Episodes
Risky BusinessSnake Oilers: Minimal.dev, Request Rocket and TRM Labs
In this edition of the Snake Oilers podcast, three vendors drop by to pitch their products. Minimal.dev: A sandbox for AI agents! Co-Founder and CEO Jake King…
Risky BusinessRisky Business #857 -- AI FUD intensifies
On this week’s show Patrick Gray and James Wilson are joined by special guest co-host Alex Stamos to talk through the week’s cybersecurity news, including…
Risky BusinessRisky Business #856 -- 8-bit encryption, PHP megabugs and more
On this week’s show Patrick Gray and James Wilson are joined by special guest co-host security engineer Mark El-Khoury to talk through the week’s cybersecurity…
Risky BusinessRisky Business #855 -- ShinyHunters done sowing, enters reaping phase
On this week’s show Patrick Gray and James Wilson are joined by special guest co-host Brad Arkin to talk through the week’s cybersecurity news, including…
Risky BusinessSoap 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…
Risky BusinessRisky 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…
Risky BusinessRisky 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…
Risky BusinessSnake 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…
Risky BusinessRisky 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…
Risky BusinessRisky 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…
Risky BusinessRisky 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…
Risky BusinessRisky 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…
Risky BusinessSoap 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…
Risky BusinessRisky 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…
Risky BusinessRisky 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…
Risky BusinessRisky Business #846 -- OpenAI built a fireplace out of wood
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…
Risky BusinessRisky Business #845 -- OpenAI's Skynet moment
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!…
Risky BusinessSoap Box: Using threat hunting to drive detection
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…
Risky BusinessRisky Business #844 -- China closes AI vulndev gap as USA lifts Fable ban
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…
Risky BusinessRisky Business #843 -- Fortibleed is kinda awesome, actually
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…
Risky BusinessRisky Business #842 -- Anthropic needs an adult in the C suite
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…
Risky BusinessRisky Business #841 -- Microsoft gets owned and 0day'd
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…
Risky BusinessSoap Box: Detection and response in the AI age
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…
Risky BusinessRisky Business #840 -- Microsoft walks back researcher threats
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…
Risky BusinessRisky Business #839 -- TeamPCP stole GitHub's internal repos
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…
Risky BusinessRisky Business #838 -- GitHub investigates possible breach
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…
Risky BusinessSoap Box: Where does AI fit into cloud security?
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…
Risky BusinessRisky Business #837 -- GitHub Actions footgun claims TanStack
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…
Risky BusinessRisky Business #836 -- You can't patch the bugpocalypse
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…
Risky BusinessSnake Oilers: Ent AI, Spacewalk and Mondoo
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…
Risky BusinessRisky Business #835 -- Why the Fast16 malware is badass
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…
Risky BusinessRisky Business #834 -- Vercel gets owned, Mozilla dumps hundreds of Mythos bugs
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…
Risky BusinessRisky Business #833 -- The Great Mythos Freakout of 2026
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…
Risky BusinessSnake Oilers: Burp AI, Sondera and Truffle Security
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…
Risky BusinessRisky Business #832 -- Anthropic unveils magical 0day computer God
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…
Risky BusinessHow the World Got Owned Episode 2: The 1990s, Part One
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…
Risky BusinessRisky Business #831 -- The AI bugpocalypse begins
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…
Risky BusinessSoap Box: Red teaming AI systems with SpecterOps
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…
Risky BusinessRisky Business #830 -- LiteLLM and security scanner supply chains compromised
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…
Risky BusinessRisky Business #829 -- Sneaky lobsters: Why AI is the new insider threat
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…
Risky BusinessRisky Biz Soap Box: It took a decade, but allowlisting is cool again
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…
Risky BusinessRisky Business #828 -- The Coruna exploits are truly exquisite
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…
Risky BusinessRisky Business #827 -- Iranian cyber threat actors are down but not out
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…
Risky BusinessRisky Business #826 -- A week of AI mishaps and skulduggery
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…
Risky BusinessRisky Biz Soap Box: The lethal trifecta of AI risks
There’s a lethal trifecta of AI risks: access to private data, exposure to untrusted content, and external communication. In this conversation, Risky Business…
Risky BusinessRisky Business #825 -- Palo Alto Networks blames it on the boogie
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…
Risky BusinessRisky Business #824 -- Microsoft's Secure Future is looking a bit wobbly
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…
Risky BusinessRisky Business #823 -- Humans impersonate clawdbots impersonating humans
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…
Risky BusinessRisky Business #822 -- France will ditch American tech over security risks
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…
Risky BusinessRisky Business #821 -- Wiz researchers could have owned every AWS customer
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…
Risky BusinessRisky Business #820 -- Asian fraud kingpin will face Chinese justice (pew pew!)
Risky Business returns for 2026! Patrick Gray and Adam Boileau talk through the week’s cybersecurity news, including: Santa brings hackers MongoDB memory leaks…
Risky BusinessHow the World Got Owned Episode 1: The 1980s
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…
Risky BusinessRisky Business #819 -- Venezuela (credibly?!) blames USA for wiper attack
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…
Risky BusinessRisky Biz Soap Box: Graph the planet!
In this sponsored Soap Box edition of the Risky Business podcast, Patrick Gray chats with Jared Atkinson, CTO of SpecterOps, about BloodHound OpenGraph…
Risky BusinessRisky Business #818 -- React2Shell is a fun one
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…
Risky BusinessRisky Business #817 -- Less carnage than your usual Thanksgiving
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…
Risky BusinessRisky Business #816 -- Copilot Actions for Windows is extremely dicey
In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including: Salesforce partner Gainsight has customer data stolen…
Risky BusinessRisky Biz Soap Box: Greynoise knows when bad bugs are coming
In this sponsored Soap Box edition of the podcast, Andrew Morris joins Patrick Gray to talk about how Greynoise can often get a 90 day heads up on serious…
Risky BusinessRisky Business #815 -- Anthropic's AI APT report is a big deal
In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including: Anthropic says a Chinese APT orchestrated attacks using its…
Risky BusinessRisky Business #814 -- It's a bad time to be a scam compound operator
In this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including: The KK Park scam compound in Myanmar gets blasted with…