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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.

All episodes(25)

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    Risky Business #835 -- Why the Fast16 malware is badass

    Published Apr 29, 2026

    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 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 itsel

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    Risky Business #834 -- Vercel gets owned, Mozilla dumps hundreds of Mythos bugs

    Published Apr 22, 2026

    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 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 th

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    Risky Business #833 -- The Great Mythos Freakout of 2026

    Published Apr 15, 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 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 w

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    Snake Oilers: Burp AI, Sondera and Truffle Security

    Published Apr 9, 2026

    Snake Oilers

    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 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 w

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    Risky Business #832 -- Anthropic unveils magical 0day computer God

    Published Apr 8, 2026

    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 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 spend

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    How the World Got Owned Episode 2: The 1990s, Part One

    Published Apr 3, 2026

    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 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 Sma

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    Risky Business #831 -- The AI bugpocalypse begins

    Published Apr 1, 2026

    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 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 Netsc

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    Soap Box: Red teaming AI systems with SpecterOps

    Published Mar 27, 2026

    Soap Box

    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 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 availab

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    Risky Business #830 -- LiteLLM and security scanner supply chains compromised

    Published Mar 25, 2026

    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 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 f

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    Risky Business #829 -- Sneaky lobsters: Why AI is the new insider threat

    Published Mar 18, 2026

    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 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 bea

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    Risky Biz Soap Box: It took a decade, but allowlisting is cool again

    Published Mar 12, 2026

    Risky Biz Soap Box

    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 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 chas

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    Risky Business #828 -- The Coruna exploits are truly exquisite

    Published Mar 11, 2026

    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 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 e

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    Risky Business #827 -- Iranian cyber threat actors are down but not out

    Published Mar 4, 2026

    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 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 A

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    Risky Business #826 -- A week of AI mishaps and skulduggery

    Published Feb 25, 2026

    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 AI firms over model distillation Meta’s director of AI safety tells her ClawdBot not to delete her mail… so of course it does Peter Williams cops 7 years in jail for selling L3 Harris Trenchant’s exploits to Russia Ivanti got hacked in 2021 via… bugs in Ivanti This episode is sponsored

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    Risky Biz Soap Box: The lethal trifecta of AI risks

    Published Feb 19, 2026

    Risky Biz Soap Box

    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 Sondera, about how to best address these risks. There is no magic solution to this problem. AI models mix code and data, are non-deterministic, and are crawling around all over your enterprise data and APIs as you read this. But in this sponsored interview, Josh outlines how we can

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    Risky Business #825 -- Palo Alto Networks blames it on the boogie

    Published Feb 18, 2026

    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 proportion of ransomware is data extortion. Is this good? Cambodia says it’s going to dismantle scam compounds CISA sufferers through yet another shutdown Google Gemini’s training secrets are being systematically harvested to improve other LLMs Academics assess SaaS password managers’ r

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    Risky Business #824 -- Microsoft's Secure Future is looking a bit wobbly

    Published Feb 11, 2026

    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 y tho? China-linked groups are keeping busy, hacking telcos in Norway, Singapore and dozens of others Campaigns underway targeting Ivanti, BeyondTrust and SolarWinds products An unknown hero blocks 23/tcp on the US internet backbone And James Wilson pops into talk about Claude’s go at

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    Risky Business #823 -- Humans impersonate clawdbots impersonating humans

    Published Feb 4, 2026

    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 attributed to China The AI agent future is even more stupid than expected; behold the OpenClaw/Clawdbot/Moltbook mess The Epstein files claim he had a personal hacker? Microsoft is finally getting ready to (think about starting to begin to) disable NTLM by default The usual bugs in the usual

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    Risky Business #822 -- France will ditch American tech over security risks

    Published Jan 28, 2026

    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 Street Trump wields the mighty DISCOMBOBULATOR ESET says the Polish power grid wiper was Russia’s GRU Sandworm crew US cyber institutions CISA and NIST are struggling Voice phishing for MFA bypass is getting even more polished This episode is sponsored by Sublime Security. Brian Baskin

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    Risky Business #821 -- Wiz researchers could have owned every AWS customer

    Published Jan 21, 2026

    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 news segment plus a chat about his new book. This week news includes: Did the US cyber Venezuela’s power grid, or do they just want us to think they coulda? US govt might boycott the RSAC Conference ‘cause Jen Easterly being CEO makes them mad MS Patch Tuesday fixes CVSS5.5 bug an

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    Risky Business #820 -- Asian fraud kingpin will face Chinese justice (pew pew!)

    Published Jan 14, 2026

    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 improve its React2Shell WAF defences 39C3 delivers; the pink Power Ranger deletes nazis, while a catgirl ruins GnuPG Cambodian scam compound kingpin gets extradited to China, and we don’t think it’ll go well for him Krebs picks apart the Kimwolf botnet and residential proxy networks So many

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    How the World Got Owned Episode 1: The 1980s

    Published Jan 6, 2026

    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 group, the Morris Worm, the vibe inside the NSA and a parallel hunt for German hackers happening at a similar time to Cliff Stoll’s famous Cuckoo’s Egg story. This podcast features the memories of: Jon Callas, former principal software engineer at Digital Equipment Corporation Mark Ra

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    Risky Business #819 -- Venezuela (credibly?!) blames USA for wiper attack

    Published Dec 17, 2025

    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 unholy combination of OAuth consent phishing, social engineering and Azure CLI Venezuela’s state oil firm gets ransomware’d, blames US… but what if it really is a US cyber op?! Russian junk-hacktivist gets indicted for cybering critical… err… a car wash and a fountain Microsoft finally turns RC4 off by default in Active Directory Kerberos

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    Risky Biz Soap Box: Graph the planet!

    Published Dec 11, 2025

    Risky Biz Soap Box

    In this sponsored Soap Box edition of the Risky Business podcast, Patrick Gray chats with Jared Atkinson, CTO of SpecterOps, about BloodHound OpenGraph. OpenGraph enumerates attack paths across platforms and services, not just your primary directories. A compromised GitHub account to on-prem AD compromise attack path? It’s a thing, and OpenGraph will find it. Cross-platform attack path enumeration! So good! This episode is also available on Youtube. Show notes

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    Risky Business #818 -- React2Shell is a fun one

    Published Dec 10, 2025

    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 javascript server. JS server? U wot mate? China is out popping shells with it Linux adds support for PCIe bus encryption Amnesty International says Intellexa can just TeamViewer into its customers’ surveillance systems …and a Belgian murder suspect complains that GrapheneOS’s duress wipe feature failed him? This week’s episode is sponsored by Krol