Risky Business Podcast

Analysis and news podcasts published weekly

Risky Business #756 -- Move fast and break everything

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

The Risky Biz main show returns from a break to the traditional internet-melting mess that happens whenever Patrick Gray takes a holiday. Pat and Adam Boileau talk through the week’s security news, including:

  • Oh Crowdstrike, no, oh no, honey, no
  • AT&T stored call records on Snowflake and you’ll never guess what happened next
  • Squarespace buys Google Domains and makes a hash of it
  • Some but not all of the SECs case against Solarwinds gets thrown out
  • Pity the incident responders digging through a terabyte of Disney Slack dumps
  • Internet Explorer rises from the grave, and it wants SHELLS RAAAAARGH SSHHEEELLLS
  • And much, much more.

This week’s show is brought to you by Sublime Security, a flexible and modern email security platform. If you’re sick of using a black box email security solution, Sublime is a terrific option for you.

Risky Business #756 -- Move fast and break everything
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Risky Biz Soap Box: Mike Wiacek on lazy mode threat hunting

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

This Soap Box edition of the show is with Mike Wiacek, the CEO and Founder of Stairwell.

Stairwell is a platform that creates something similar to an NDR, but for file analysis instead of network traffic. The idea is you get a copy of every unique file in your environment to the Stairwell platform, via a file forwarding agent. You get an inventory that lists where these files exist in your environment, at what times, and from there you can start doing analysis.

If you find a dodgy file you can do all the usual malware analysis type stuff, but you can also do things like immediately find out where else that file is in your organisation, or even where else it was. From there you can identify other files that are similar – variants of those files – and search for those. And you can unpack all this very, very quickly.

This is the type of tool that EDR companies use internally to do threat hunting, but it’s just for you and your org – you can drive it. And as you’ll hear, the idea of a transparent, customisable and programmable security stack is something that’s on-trend at the moment. Mike lays out the case that doing this sort of file analysis in your organisation makes a whole lot of sense.

Risky Biz Soap Box: Mike Wiacek on lazy mode threat hunting
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Wide World of Cyber: State directed cybercrime

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Alex Stamos
Alex Stamos

CISO, Sentinel One

Chris Krebs
Chris Krebs

Chief Intelligence and Public Policy Officer, Sentinel One

In this podcast Alex Stamos, Chris Krebs and Patrick Gray discuss the relationship between cybercrime and the state, which is often more complicated than it should be.

While the US Government and its allies fight the scourge of ransomware, other governments are using it to either raise revenue or irritate their foes. North Korea sees ransomware as a money spinner, while the Kremlin enjoys poking the west in the eye with it.

Join us for a breakdown of the relationships between governments who should know better and the worst types of people on the planet.

Wide World of Cyber: State directed cybercrime
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Risky Business #755 -- SSH 0day! Polyfill drama! Entrust crushed!

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

On this week’s show, Patrick Gray and Adam Boileau discuss the week’s security news, including:

  • Widely used polyfill javascript gets hijacked by its new owners
  • MacOS supply chain disaster bullet dodged
  • That OpenSSH remote code exec OH MY <3
  • Entrust gets its CA business kicked to the kerb by Google
  • South Korean telco intentionally viruses 600k customers
  • Microsoft continues to deeply underwhelm
  • And much, much more.

This week’s episode is sponsored by Greynoise. Founder Andrew Morris joins to talk about ways to track attackers across NAT and VPNs, as well as how you can join in the fun of running an internet-scale honeypot network.

Risky Business #755 -- SSH 0day! Polyfill drama! Entrust crushed!
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Risky Biz Soap Box: Why AI shouldn't really change your security controls

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

This is a sponsored Soap Box edition of the Risky Business podcast.

Abhishek Agrawal is the CEO and co-founder of Material Security, an email security company that locks down cloud email archives. Attackers have been raiding mailspools since hacking has existed, and with those mailspools now in the cloud with services like o365 and Google Workspace, guess where the attackers are going?

Material built a product that helps you lock up your email data, to archive and redact sensitive information. The idea is to really just limit what an attacker can do with email data if they pop an account.

Abhishek joined me to talk about a few things, like how non phishing resistant MFA is basically dead, how email content is very useful to security programs, and about how the gen AI won’t really change much on the defensive control side.

Risky Biz Soap Box: Why AI shouldn't really change your security controls
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Risky Business #754 -- Assange pleads guilty to espionage, walks free

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

On this week’s show, Patrick Gray and Adam Boileau discuss the week’s security news, including:

  • Julian Assange finally cuts a deal, pleads guilty, and goes free
  • USA to ban Kaspersky - even updates
  • Car dealer SaaS provider CDK contemplates paying a ransom
  • Intolerable healthcare ransomware attacks continue
  • We revisit Windows proximity bugs via wifi and bluetooth
  • And much, much more.

This week’s episode is sponsored by enterprise browser maker Island. Crowdstrike co-founder Dmitri Alperovitch is an investor in Island, and joins on its behalf to discuss why an enterprise browser is really starting to make sense.

Risky Business #754 -- Assange pleads guilty to espionage, walks free
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Risky Business #753 – Congress and vuln researchers maul Microsoft

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

On this week’s retreat special, the entire Risky Business team is together in a tropical paradise for the first time. The team takes a break from the infinity pool to discuss the week’s security news:

  • Microsoft recalls Recall, but why did it have to be such a mess
  • And a Windows kernel wifi code-exec, really?
  • Passkeys and identity are hard
  • Scattered Spider bigwig arrested in Spain
  • The pentagon runs a deeply flawed info-op
  • Is it time E2E crypto nerds accept their place in the world?
  • And much, much more.

This week’s show is brought to you by Corelight… Corelight’s CEO Brian Dye will be along in this week’s sponsor interview to make a really compelling case for something that shouldn’t exist… which is NDR in cloud environments.

Risky Business #753 – Congress and vuln researchers maul Microsoft
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Risky Business #752 -- Apple announcements thrill and terrify at the same time

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

On this week’s show Patrick Gray and Adam Boileau are joined by long-time NSA boffin Rob Joyce. Now Rob’s left the government service, he’s hobnobbing with us pundits, talking through the week’s news:

  • Apple announces a big leap for confidential cloud computing into the mass market
  • While at the same time, letting you just mosey around your iPhone from your Mac
  • Mandiant reports in about the Snowflake breach
  • Moody’s say credit ratings might consider cyber incidents
  • Microsoft fixes an Azure flaw with a… “comprehensive documentation update”
  • And much, much more.

This week’s show is sponsored by Yubico, maker of the Yubikey hardware authentication token. Jerrod Chong, Yubico’s COO and President joins to talk about the challenges of the passkey and hardware authenticator ecosystem.

Risky Business #752 -- Apple announcements thrill and terrify at the same time
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Risky Business #751 -- Snowflake, operation Endgame and Microsoft's looming FTC problem

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

On this week’s show Patrick Gray and Mark Piper discuss the week’s security news, including:

  • What on earth happened at Snowflake?
  • A look at operation Endgame
  • Check Point’s hilarious adventures with dot dot slash
  • Report says the FTC is looking at Microsoft’s security product bundling
  • More ransomware hits Russia
  • Much, much more

404 Media co-founder Joseph Cox is this week’s feature guest. He joins us to talk about his new book, Dark Wire, which is all about the FBI’s Anom sting.

This week’s show is brought to you by Resourcely. If your Terraform is a mess or your CSPM dashboards are lighting up with insane and stupid things, you should check out Resourcely. Its founder and CEO Travis McPeak will be along in this week’s sponsor interview to talk about all things Terraform.

Risky Business #751 -- Snowflake, operation Endgame and Microsoft's looming FTC problem
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Risky Business #750 -- Why Microsoft's Recall is an attacker's best friend

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

On this week’s show Patrick and Adam discuss the week’s security news, including:

  • Russian delivery company gets ransomware-wiper’d
  • A supply-chain attack targets video software used in US courts
  • Checkpoint firewalls get hacked, details as clear as mud
  • Microsoft Recall delights hackers
  • Aussie telco Optus gets told its IR report isn’t legal advice
  • Cyber insurer says you’re 5x more likely to get rekt if you have a Cisco ASA
  • And much, much more.

This week’s episode is sponsored by Kroll Cyber. Alex Cowperthwaite, Kroll’s technical director research and development for offence joins to talk about how his team attacks AI models, in ways both classic and new.

Risky Business #750 -- Why Microsoft's Recall is an attacker's best friend
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