Risky Business Podcast

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 freaking out, but we think it’s all pretty funny
• The bugpocalypse is so chaotic, Microsoft can’t patch fast enough
• A ColdCard wallet flaw led to millions in Bitcoin theft, but the back story behind the bug is bonkers
• Iran hacks and disrupts water infrastructure in multiple American states
• North Korea’s state-backed hackers turn criminal. Or their criminals turn into state-backed hackers. Or something. It’s all a bit confusing, actually.
• Much, much more!

This week’s show is brought to you by Sondera. Co-founder Josh Devon joins Patrick and James to talk through some absolutely hilarious LLM horror stories.

This episode is also available on YouTube

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:

• Everyone signs the open weights open letter, except Anthropic… of course.
• OpenAI had no idea it had hacked Hugging Face
• Kimi K3 open weights released and they’re massive!
• Why a more aggressive response is needed to cyber attacks on OT
• And much, much more!

This week’s show is brought to you by SpecterOps. In this week’s sponsor interview Justin Kohler and Jared Atkinson talk about how SpecterOps’ Bloodhound now supports AWS attack paths. Run it against your AWS infra, but only if you have a strong stomach. The results will terrify you.

This episode is also available on YouTube.

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 China trade AI model ban threats
• Iran has been using SS7 queries to locate and target US troops
• Scattered Spider is having a hard time, not just because of Microsoft’s GDID
• And much, much more!

This week’s show is brought to you by Push Security. Luke Jennings joins Patrick this week to talk about the rise in authorisation phishing, like device code phishing, and what companies like Push are doing about it.

This episode is also available on YouTube.

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 MDR space before founding Nebulock in 2024. It started off as an AI-powered threat hunt platform but has evolved into a broader security data platform that can answer questions, drive hunts and drive detections.

This product is engineered around the idea that a lot of security is a data problem. So, if we accept this premise, how do we solve security? And how much of that solution is about agents, vs building a good graph? And if you’re going to build a good graph, do you want to build it for a person to use, or an agent to use?

This is truly a conversation for the security nerd’s nerd. Enjoy!

This episode is also available on YouTube

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 tokens, and AI chat harvesting is an industry in China
• Edge becomes a lolbin via a new malicious extension
• An Iranian APT boss’s vacation in a beautiful place goes wrong
• Much, much more!

In this week’s sponsor interview Daf Stuttard and Katie Warren from Portswigger pop along to talk about how they built an AI security testing product that people would actually feel comfortable using.

This episode is also available on YouTube.

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 served at NSA for 34 years. While at the agency, Joyce led Tailored Access Operations (TAO), and later became NSA’s Director of Cybersecurity.

They cover:

• The surprisingly well done Fortibleed campaign
• Stolen Klue OAuth tokens lead to Salesforce data theft
• OpenAI wants to patch the planet
• runZero gets acquired by Accenture, congrats HD Moore!
• Much, much more!

This episode is also available on YouTube.

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 security”
• Why “guardrails” won’t keep the world safe from your AI doomsday machine
• The FISA 702 statute expired, but the spying can (probably) continue!
• NPM v12 delivers some protection against supply chain attacks, but not enough.
• Microsoft has a series of bugs that prevent Windows Update from … updating
• Much, much more!

This episode is also available on YouTube

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 owned, GitHub tokens popped, and a new 0day dropped on them
• Meanwhile, researchers are choosing full disclosure instead of engaging MSRC
• Meta’s AI support agent allowed a staggering 20,000 accounts to be stolen!
• Apple pulls Russia’s MAX messenger from the App Store and disables notifications
• Anthropic gives the public our first Mythos-class model but it won’t do cybersecurity work
• Stripe and Google Tag Manager used in eCommerce website hack campaign
• And much, much more!

This week’s show is brought to you by runZero. HD Moore, runZeros’ founder, drops by in this week’s sponsor interview to talk about the AI vibe shift. Everyone is very worried about getting owned all of a sudden, and it’s really changing the cybersecurity business.

This episode is also available on YouTube.

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 agents that conduct alert investigations in your SOC, but will the SOC as we know it even exist in the future?

Ed has a deep expertise in SOC tech, having previously led AI/ML detection engineering at Extrahop. This interview is a fantastic look at what the future may bring for detection and response professionals.

This episode is also available on YouTube

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 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.