Risky Business Podcast

Analysis and news podcasts published weekly

Soap Box: Red teaming AI systems with SpecterOps

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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 available on Youtube.

Soap Box: Red teaming AI systems with SpecterOps
0:00 / 30:11

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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 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.

Risky Business #830 -- LiteLLM and security scanner supply chains compromised
0:00 / 63:53

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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 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.

Risky Business #829 -- Sneaky lobsters: Why AI is the new insider threat
0:00 / 63:45

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

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

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 chasing the latest attacker TTPs and writing detection rules for them.

This episode is also available on Youtube.

Risky Biz Soap Box: It took a decade, but allowlisting is cool again
0:00 / 27:25

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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 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.

Risky Business #828 -- The Coruna exploits are truly exquisite
0:00 / 62:28

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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
  • 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.

Risky Business #827 -- Iranian cyber threat actors are down but not out
0:00 / 61:24

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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 by line-rate network capture system Corelight. CEO Brian Dye joins to discuss what AI can do for defenders, and what it can’t.

This episode is also available on Youtube.

Risky Business #826 -- A week of AI mishaps and skulduggery
0:00 / 66:11

Risky Biz Soap Box: The lethal trifecta of AI risks

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

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 start to wrap our hands around the problem.

This episode is also available on Youtube.

Risky Biz Soap Box: The lethal trifecta of AI risks
0:00 / 37:33

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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’ resilience against a malicious server

This episode is sponsored by SSO-firewall integration vendor Knocknoc. Chief exec Adam Pointon joins to talk about the latest in defences… which is to say Knocknoc for Solaris/Sparc and HPUX on PA-RISC?! Okay also that other little known OS… Windows.

This episode is also available on Youtube.

Risky Business #825 -- Palo Alto Networks blames it on the boogie
0:00 / 63:13

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

Presented by

James Wilson
James Wilson

Enterprise Technology Editor

Adam Boileau
Adam Boileau

Technology Editor

Patrick Gray
Patrick Gray

CEO and Publisher

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 a C compiler

This week’s episode is sponsored by Ent.AI, an AI startup that isn’t quite ready to tell us all what they’re doing. But nevertheless, founder Brandon Dixon joins to discuss AI’s role in security. Where does language-based understanding take us that previous methods couldn’t?

This episode is also available on Youtube.

Risky Business #824 -- Microsoft's Secure Future is looking a bit wobbly
0:00 / 56:13