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Smashing Security

Grok the stalker, the Louvre heist, and Microsoft 365 mayhem

Smashing Security

Graham Cluley

Tech News, News, Technology

4.7579 Ratings

🗓️ 11 December 2025

⏱️ 56 minutes

🧾️ Download transcript

Summary

On this week's show we learn that AI really can be a stalker’s best friend, as we explore a strange tale that starts with a manatee-shaped mailbox on a millionaire's lawn and ends with Grok happily doxxing real people, mapping out stalking "strategies," and handing out revenge-porn tips.

Then we go inside the Louvre heist, where thieves in hi-vis and a hire van waltzed off with the French crown jewels in broad daylight, exploiting our assumptions about what "looks normal" - the same kind of bias we’re now baking into security AIs.

Plus, Graham chats with Rob Edmondson from CoreView about why misconfigurations and over-privileged accounts can make Microsoft 365 dangerously vulnerable.

All this, and more, in episode 447 of the "Smashing Security" podcast with Graham Cluley, and special guest Jenny Radcliffe.

EPISODE LINKS:


SPONSORS:

  • Vanta - Expand the scope of your security program with market-leading compliance automation… while saving time and money. Smashing Security listeners get $1000 off!
  • Horizon3.ai - Get an autonomous pentest demo and see your network the way attackers do. Visit Horizon3.ai.
  • CoreView - Benchmark your Microsoft 365 tenant security against the Center for Internet Security (CIS) controls. 


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THANKS:

Theme tune: "Vinyl Memories" by Mikael Manvelyan.

Assorted sound effects: AudioBlocks.


ENJOYED THE SHOW?

Make sure to check out our sister podcast, "The AI Fix".



Privacy & Opt-Out: https://redcircle.com/privacy

Transcript

Click on a timestamp to play from that location

0:00.0

An iPad?

0:03.9

Yes, apparently.

0:05.4

How would you swallow an iPad?

0:06.9

No, he didn't swallow the iPad.

0:08.9

All right.

0:09.2

Yeah, Graham, you blurt, as we say in Liverpool.

0:30.4

Smashing Security, Episode 447, Grock the Stalker, the Louvre Haist, and Microsoft 365 Mayhem, with Graham Cluelly and special guest Jenny Radcliffe.

0:34.5

Hello, hello, and welcome to Smashing Security episode 447. My name's Graham Cluelly. And I'm Jenny Radcliffe. Hello, hello and welcome to Smash Insurity Episode 447. My name's Graham Cleary.

0:38.9

And I'm Jenny Radcliffe. Hello, Jenny. How lovely to have you back on the show. Thanks for

0:43.8

joining us once again. Always a pleasure. What's been keeping you busy since we last spoke?

0:49.2

Oh, well, I mean, everything and nothing. Obviously, we're in a very strange days, Graham.

0:55.8

So we've got lots of sort of security things related to the global political situation.

1:02.5

That's quite busy. There's a lot of people on the social engineering side quite worried about help desk scams and things like that.

1:08.9

So it's a busy time for people trying to stop social

1:11.7

engineers doing malicious things. So always busy, my friend. Now, as I remember, your particular

1:17.9

speciality is all about human hacking, isn't it? About social engineering and things like that.

1:23.4

Yes, yes. I mean, what we really do, what I've done for years, whether you like it or not, is talk about the humans and all about the scams, the psychology of social engineering.

1:35.7

And now humans still, even in this technical age, facilitate a lot of the scams.

1:40.1

Well, before we kick off, let's thank this week's wonderful sponsors, Vanta, Coreview,

1:48.4

and Horizon 3 AI. We'll be hearing more about them later on in the podcast.

1:51.8

This week on Smashing Security.

1:56.2

We won't be talking about how the widow of murdered Saudi journalist Jamal Khashoggi claims the Saudi government infected her phone with the Pegasus spyware.

...

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