Risky Business Podcast

Analysis and news podcasts published weekly

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
0:00 / 64:07

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
0:00 / 64:01

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
0:00 / 61:33

Risky Business #749 -- Google answer to Microsoft's insecurity? Buy Google stuff!

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

This week’s episode was recorded in front of a live audience at AusCERT’s 2024 conference. Pat and Adam talked through:

  • Google starts using security as a marketing tool against Microsoft, along with steep discounts
  • Microsoft announces a creepy desktop recording AI
  • UK govt proposes ransom payment controls
  • Arizona woman runs a laptop farm for North Korea
  • Julian Assange just keeps on with his malarky
  • And much, much more

This week’s episode is sponsored by Tines. Its CEO Eoin Hinchy joins the show to talk about how AI can be genuinely useful in automation.

Risky Business #749 -- Google answer to Microsoft's insecurity? Buy Google stuff!
0:00 / 54:05

Wide World of Cyber: Krebs and Stamos on How AI Will Change Cybersecurity

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 SentinelOne’s Chief Trust officer Alex Stamos and its Chief Intelligence and Public Policy Officer Chris Krebs join Patrick Gray to talk all about AI.

It’s been a year and a half since ChatGPT landed and freaked everyone out. Since then, AI has really entrenched itself as the next big thing. It’s popping up everywhere, and the use cases for cybersecurity are starting to come into focus.

Threat actors and defenders are using this stuff already, but it’s early days and as you’ll hear, things are really going to change, and fast.

Wide World of Cyber: Krebs and Stamos on How AI Will Change Cybersecurity
0:00 / 44:52

Risky Business #748 -- New cyber rules for US healthcare are coming

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

This week Patrick Gray and Adam Boileau along special guest Lina Lau discuss the week’s news, including:

  • The ongoing Ascension healthcare disruption, and
  • Whether its reasonable for healthcare orgs to be pushing back
  • Platforming cybercriminals for interviews
  • Own the libs by… not using E2EE messaging?
  • CISA’s secure by design, we want to believe!
  • The $64billion scale of indusrialised fraud
  • And much, much more.

This week’s sponsor is network discovery specialist, Run Zero. Director of research Rob King joins to talk about the weird and wonderful delights in their new Research Report.

Risky Business #748 -- New cyber rules for US healthcare are coming
0:00 / 62:33

Risky Business #747 -- Lockbit Leader Has A Very Bad Day

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

Adam Boileau
Adam Boileau

Technology Editor

Patrick dials in from RSA in San Francisco to discuss the week’s security news with Adam, including:

  • The west doxxes LockbitSupp, who must now hide his hundred million dollars
  • Revil hacker behind Kasaya breach gets 14 years
  • Microsoft makes some positive sounding* noises on security
  • A fun flaw in nearly all VPN clients
  • Gitlab admins continue their never-ending incident response
  • And much, much more.

This week’s sponsor is Stairwell. Long time infosec researcher Silas Cutler joins us to talk through his adventures in attacker C2 systems, and how this feeds into Stairwell’s data.

* we’re still sceptical they’ll get it right, but they do at least seem to realise how deep the doo-doo they’re in is… Pat speculates they have … tentacles, and a regulatory-threat-gland.

Risky Business #747 -- Lockbit Leader Has A Very Bad Day
0:00 / 55:11

Risky Business #746 – Microsoft takes your security seriously*

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:

  • Microsoft reassures* us that they take security very seriously*
  • Cisco ASA firewalls get sneakily backdoored, but no one’s quite sure how
  • Change Healthcare was 1FA Citrix all along
  • The FTC, FCC and other government sticks get waved at tech
  • Lizard Squad Finn who hacked the Vastaamo therapy chain gets sentenced
  • And much, much more.

This week’s sponsor is Zero Networks, who make a network micro-segmentation product that is actually usable. Zero Networks CEO Benny Lakunishok joins us to talk through why firewalling everything everywhere is finally workable.

* You’ll forgive us for being… a tad sceptical.

Risky Business #746 – Microsoft takes your security seriously*
0:00 / 63:12

Snake Oilers: Push Security, Knocknoc and iVerify

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

In this edition of Snake Oilers we’ll be hearing from:

  • Push Security: A browser plugin-based security company that combats identity-based attacks. (Much more compelling that it sounds in this description.)
  • Knocknoc: The tool Risky Business uses to protect our own applications and services. (Restrict network/port access to users who are authenticated via SSO.)
  • iVerify: Mobile security and threat hunting for iOS and Android. (Caught Pegasus in the wild!)
Snake Oilers: Push Security, Knocknoc and iVerify
0:00 / 42:06

Special Edition: Chris Krebs, Alex Stamos and Patrick Gray

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 special edition of the Risky Business podcast Patrick Gray chats with former Facebook CSO Alex Stamos and founding CISA director Chris Krebs about sovereignty and technology.

China and Russia are doing their level best to yeet American tech from their supply chains – hardware, software and cloud services. They’ll be rebuilding these supply chains – for government systems, at least – from components that they have complete visibility into, and control over.

Meanwhile, America’s government faces different supply chain challenges. It has a supply chain that won’t be weaponised against it by its adversaries, but it lacks the same sort of visibility and control that its adversaries will eventually achieve over their supply chains. So where does this leave the west? Where does it leave China and Russia?

Special Edition: Chris Krebs, Alex Stamos and Patrick Gray
0:00 / 45:26