Podcasts · News · Technology
Risky Business
Risky Business Media
100 episodes
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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Risky 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 news, including: • The PHP foundation is about to release…
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Risky 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: • Sacré bleu! Hackers turn up the heat at French supermarket…
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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.…
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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: •…
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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: •…
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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…
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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…
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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…
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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…
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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…
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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…
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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…
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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…
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Risky 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 discuss the week’s cybersecurity news. They cover: •…
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Risky 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! OpenAI agents went rogue and hacked Hugging Face • US and…
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Soap 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 hunting and detection. Damien spent a decade in the EDR and…
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Risky 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 GPT-5.6 gets thrown in model jail • Distillation, cheap…
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Risky 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 Donald Trump during his first term as president and also…
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Risky 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 by the US government four days after launch “because…
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Risky 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 cybersecurity news. They cover: • Microsoft has repos…
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Soap 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, response and the SOC more generally. Dropzone makes AI…
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Risky 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 REDLattice, which makes the Paragon “intelligence collection and…
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Risky 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. Now what? • Some absolute plonker glued Coruna to a…
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Risky 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 leaks important creds, keys in public repo • Awful…
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Soap 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 bunch of scripts in a trenchcoat, then became an open source…
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Risky 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 using Github Actions • Instructure pays Canvas…
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Risky 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 US Government says we just have to patch faster, but… •…
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Snake 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 intent-aware, AI-powered endpoint security control. •…
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Risky 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: • The US government is mad as hell about Chinese firms…
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Risky 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 owned, and there’s a few infostealer and compromised…
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Risky 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 Mythos… even though almost nobody has used it yet • CISA adds…
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Snake 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 creator of legendary security software Burp Suite, Dafydd…
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Risky 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 chains exploits together so well that… you cant have…
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How 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 hacking communities to the antics of young hackers who wound…
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Risky 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 into a 100M-downloads-a-week npm package • TeamPCP appear…
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Soap 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 Services at elite penetration testing firm SpecterOps. SpecterOps…
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Risky 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 Github, and they threw in an anti-Iran wiper, because why…
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Risky 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 medical device maker Stryker • Qihoo 360’s AI publishes its…
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Risky 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 the role AI models could play in managing enterprise…
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Risky 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 seems Triangulation… was not! • Iran’s cyber HQ hit by…
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Risky 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 lot of cyber. It’s clearly in the playbook now! • The NSA…
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Risky 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 with AI-generated playbooks • Anthropic calls out Chinese…
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Risky 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 host Patrick Gray chats with Josh Devon, the co-founder of…
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Risky 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 attribute to China, but management says shush • An increasing…
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Risky 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 joy. • Russia is hacking the Winter Olympics. Again. But…
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Risky 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, including: • Notepad++ update supply chain attack has been…
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Risky 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 software • China’s Salt Typhoon was snooping on Downing…
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Risky 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 a long time listener and he pops in for a ride-along in the…
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Risky 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 for Christmas • Vercel pays out a million bucks to…
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How 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 there, they discuss life on the ARPANET, the 414s hacking…
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