Risky Business
Risky Business Media
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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.
Episoder
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Risky Business #840 -- Microsoft walks back researcher threats 03.06.2026 1t 6minOn 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 reconnaissance” solution. They cover: Adversaries are tracking US troop locations with commercially available location data A new Signal phishing campaign is going after message backups 404 Media is suing ICE to get its spyware contract with REDLattice (lol) Microsoft’s tone-deaf response to ‘never justifiable’ zero-day disclosures Mini Shai-Hulud pops up again just as Glassworm gets shattered Much, much more This week’s episode is sponsored by Authentik, an open source identity platform that you can host yourself. In this week’s sponsor interview Authentik’s CEO Fletcher Heisler joins Patrick Gray to talk about how they’re keeping up with the bugpocalypse, and also the work they’re doing to support identities for AI agents. This episode is also available on YouTube.
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Risky Business #839 -- TeamPCP stole GitHub's internal repos 27.05.2026 1tOn 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 hijacked npm package CISA is worried about about open source and wants third party submissions for KEV AI infrastructure is “systemically” insecure Much, much more This week’s episode is sponsored by allowlisting vendor Airlock Digital. Airlock’s founders David Cottingham and Daniel Schell join Patrick Gray to talk about Microsoft briefly flagging DigitCert’s root certificate as malware. Fun! This episode is also available on YouTube
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Risky Business #838 -- GitHub investigates possible breach 20.05.2026 1t 2minOn 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 vulnerability in Bitlocker renders it useless without a PIN So. Many. Patches. Polish Government urges officials to ditch Signal for mSzyfr Much, much more This week’s show is brought to you by Thinkst Canary. Thinkst’s founder, Haroon Meer, is this week’s sponsor guest. He joined James Wilson to talk about how doing “the basics” in security isn’t trivially easy. This episode is also available on YouTube.
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Soap Box: Where does AI fit into cloud security? 15.05.2026 33minIn 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 cloud security tool, and it’s now a venture-funded cloud security business. In this interview Toni talks us through how AI is changing the game for him as an open source project owner, and as a vendor. In short, reports of the death of IT and security tooling at the hands of frontier models have been greatly exaggerated. This episode is also available on Youtube.
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Risky Business #837 -- GitHub Actions footgun claims TanStack 13.05.2026 1t 5minOn 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 elearning platform data extortionists More Linux privilege escalation 0days! CISA helping critical infrastructure operators rearchitect their networks so they work offline This week’s episode is sponsored by email security platform Sublime Security. Bobby Filar chats with Patrick about how agentic AI is being evaluated by buyers in a marketplace that’s experiencing “AI fatigue”. This episode is also available on Youtube.
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Risky Business #836 -- You can't patch the bugpocalypse 06.05.2026 1t 1minOn 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… Bugs in cPanel, MoveIt and all Linux distributions this week show that patching alone isn’t enough James gets mad about lame AI Agent adoption advice from the US and Australian Governments James Kettle and Niels Provos both showed us that any model can find 0day like Mythos And the cyber-assisted theft of cargo results in an astonishing loss of $725 million dollars This week’s show is sponsored by SpecterOps. Their CTO, Jared Atkinson, chats to Pat about the big changes in the threat landscape, brought about by AI, that are causing a pivot away from detection and remediation, and toward prevention. This episode is also available on Youtube.
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Snake Oilers: Ent AI, Spacewalk and Mondoo 01.05.2026 43minIn 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. Spacewalk AI: Founders Chris Fuller and Tim Wenzlau pitch Spacewalk, an AI-powered incident response platform. Mondoo: Co-founder Dominik Richter pitches Mondoo, an AI-powered “service as software” in the vulnerability management space. This episode is also available on YouTube.
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Risky Business #835 -- Why the Fast16 malware is badass 29.04.2026 1t 6minOn 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 stealing American AI technology Dmitri has an opinion or two about the US selling Nvidia chips to China Speaking of Chinese AI, Kimi’s new 2.6 is very interesting The US sanctions a Cambodian senator for earning mega bucks through scam compounds And a ransomware family is promoting itself as being … quantum-safe? This week’s show is sponsored by Trail of Bits. CEO and co-founder Dan Guido chats to Pat about how private inference works and Trail of Bits’ audit of WhatsApp’s private AI setup. This episode is also available on Youtube.
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Risky Business #834 -- Vercel gets owned, Mozilla dumps hundreds of Mythos bugs 22.04.2026 1tOn 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 employee dots to connect Mozilla used Mythos to find 271 bugs, which feels like a sign of the bug-pocalypse Speaking of the bug-pocalypse, is that why NIST is noping out of enriching a bunch of bugs? The NSA is using Mythos even though the government did that whole Anthropic blacklisting thing And DDos attacks hit a couple of smaller-player socials This week’s episode is sponsored by Permiso. Ian Ahl chats to Pat about the subtle signals Permiso uses to detect ShinyHunters-style activity in cloud and on-prem environments. This episode is also available on Youtube.
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Risky Business #833 -- The Great Mythos Freakout of 2026 15.04.2026 59minOn 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 a 2009 Excel bug to the KEV list, u wot? Adobe also parties like it’s the 2000s, and fixes an Acrobat Reader bug Disgraced former Trenchant exec Peter Williams’ sob story fails to resonate with … anyone Remember those crosswalk buttons hacked to play audio mocking Trump and Zuck? They were “secured” by the password: 1234. This week’s episode is sponsored by mobile network operator, Cape. Ajit Gokhale talks with James about the ways to get being a telco right when you’re starting from scratch and solving the security problems of 2026. This episode is also available on Youtube.
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Snake Oilers: Burp AI, Sondera and Truffle Security 10.04.2026 48minIn 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 Stuttard, drops by to pitch listeners on Burp AI and Burp Suite DAST. Sondera: Josh Devon talks about Sondera, a technology designed to intervene when AI models start doing the wrong thing by statefully tracking their trajectories. This isn’t a permissions suite for AI agents, it’s a way to stick agents in a harness and make sure they adhere to hard policy boundaries. Truffle Security: Dylan Ayrey, the founder of Truffle Security, joins Risky Business again to talk through the latest bells and whistles in Trufflehog, a security tool that searches for exposed secrets and validates them. The Truffle team has done a lot of work on the remediation part of their product over the last few years, and Dylan tells us all about it! This episode is also available on YouTube
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Risky Business #832 -- Anthropic unveils magical 0day computer God 08.04.2026 53minOn 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 it… …Unless you’re one of their Project Glasswing partners The world isn’t short on bugs, though. F5, Fortinet, Progress ShareFile, and TrueConf are all getting rekt by humans GPU Rowhammering goes in the GPU, past the IOMMU and back into the host-side Nvidia driver North Korea is spending serious time and money on its crypto hacking Just when the US needs CISA most, they slash its budget some more! This week’s episode is sponsored by identity verification firm, Persona. Tying digital actions to actual human identities isn’t just for banking know-your-customer any more. Persona’s Benjamin Chait says know-your-staff checks belong in high-value flows inside your organisation, too. This episode is also available on Youtube.
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How the World Got Owned Episode 2: The 1990s, Part One 03.04.2026 46minIn 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 up on the run from the FBI. Part one features recollections from: Jeff Moss (The Dark Tangent), DefCon and Black Hat founder Chris Wysopal (Weld Pond), L0pht member, co-founder, @Stake Kevin Poulsen (Dark Dante), 1990s hacker turned journalist Elias Levy (Aleph One), author of Smashing the Stack for Fun and Profit, Phrack, 1996 How the World Got Owned is produced in partnership with SentinelOne.
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Risky Business #831 -- The AI bugpocalypse begins 01.04.2026 59minOn 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 to have ransacked Cisco’s source and cloud environments AI is getting legitimately good at being told to “just go find some 0day in this” Kaspersky says Coruna and Triangulation do share code lineage Iranian hackers dump Kash Patel’s gmail spool Oh, and of course there’s a Citrix Netscaler memory leak being exploited in the wild This week’s episode is sponsored by Dropzone AI, who make automated AI SOC analysts. Head honcho Ed Wu explains how they’ve built pre-canned ‘hunt packs’ to lead the AI off into your environment to find weird, interesting and security relevant things. This episode is also available on Youtube.
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Soap Box: Red teaming AI systems with SpecterOps 27.03.2026 30minIn 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 is the company behind attack path enumeration tool Bloodhound and Bloodhound Enterprise, but they’re also a pentest and red teaming shop with world class expertise in popping shells on all sorts of interesting systems in all sorts of interesting places. This episode is also available on Youtube.
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Risky Business #830 -- LiteLLM and security scanner supply chains compromised 25.03.2026 1t 3minOn 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 not?! Anthropic hooks up its models to just… use your whole computer After Stryker’s Very Bad Day, CISA says maybe add some more controls around your Intune? Another iOS exploit kit shows up in the cyber bargain-bin The FTC decides to ban… all new home routers?! U wot m8?! Supermicro founder was personally sanction-busting Nvidia GPUs into China?! This week’s episode is sponsored by enterprise browser maker, Island. Chief Customer Officer Bradon Rogers joins Pat to explain how its customers are using Island to control the use of personal AI services in regulated industries. This episode is also available on Youtube.
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Risky Business #829 -- Sneaky lobsters: Why AI is the new insider threat 18.03.2026 1t 3minOn 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 own wildcard TLS cert private key Instagram is canning its end-to-end encrypted messaging What’s going on with mobile internet access in Moscow? The Xbox One’s bootloader gets voltage glitched into submission Oh Qualys! We love you! (At least, whoever is in the basement writing these beautiful .txt files…) This week’s episode is sponsored by browser-based detection and response company, Push Security. Researcher Dan Green and Field CTO Mark Orlando join Pat to talk through the InstallFix variant of the *Fix attack technique. This episode is also available on Youtube.
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Risky Biz Soap Box: It took a decade, but allowlisting is cool again 13.03.2026 27minIn 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 allowlists. They also talk about the durability of allowlisting as a control. After 12 years in business, the Airlock product hasn’t really changed all that much. That’s a good thing! It also means the Airlock team have been able to spend some time doing deep engineering instead of chasing the latest attacker TTPs and writing detection rules for them. This episode is also available on Youtube.
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Risky Business #828 -- The Coruna exploits are truly exquisite 11.03.2026 1t 2minOn 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 Israeli (kinetic) strikes Trump’s cyber “strategy” is … well, all we’ve got is jokes cause there’s no serious content NSA and CyberCom finally get a leader after Lt Gen Joshua Rudd gets Senate nod DOGE (remember them?!) employee walked a social security database out on a USB stick This episode is sponsored by open source cloud security scanner Prowler. Creator and CEO Toni de la Fuente talks to Pat about some of the enterprise features Prowler is growing, while remaining true to its open source roots. This episode is also available on Youtube.
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Risky Business #827 -- Iranian cyber threat actors are down but not out 04.03.2026 1t 1minOn 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 Triangulation / L3 Harris Trenchant iOS exploit kit is on the loose, and being used by Chinese crypto scammers So long Maddhu Gottumukkala, but CISA’s annus horribilis continues Adam “humbug” Boileau complains about the Airsnitch wifi attack just being three ethernets in a trenchcoat ASD’s Cisco SD-WAN threat hunting guide is clearly borne of … experience This week’s episode is sponsored by AI threat hunting platform Nebulock. Sydney Marrone joins to talk about how useful AI models are on the hunt, and her work building out an open source framework and maturity model. It’s methodology agnostic, so you can adapt it for your environment, and the github link is in the show notes! This episode is also available on Youtube.
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