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Risky Biz Soap Box: Bad incentives make Microsoft a villain again

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

In this edition of the Soap Box podcast we’ll be hearing from Ryan Kalember, the EVP of cybersecurity strategy at Proofpoint, a company best known for being an email filtering giant.

Proofpoint’s biggest challenger in that space is Microsoft, and if you’ve been paying attention you’d know that Microsoft is doing an absolutely massive push into the security space. It claims security is a $10bn revenue centre for the company, which is a bit of a screwy situation given a lot of the insecurity its security products mitigate is introduced through deficiencies in its core products.

And, largely, that’s what this interview is about – the screwy incentives that are driving Microsoft’s decisionmaking. More emphasis on security product development, and less effort on securing its core products.

Of course it’s self-serving for Ryan and Proofpoint to give Microsoft a kicking, given Redmond is its primary competitor. But the thing is, Ryan makes some very good points.

We talk about the incentives thing, and then we talk about why active directory is a trashfire and why the replication of the domain trust model in AzureAD is going to eventually bite us all in the ass. The circle of life, enterprise computing fail edition. Enjoy.

Risky Biz Soap Box: Bad incentives make Microsoft a villain again
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Risky Business #635 -- Owned via telnet? Must be "highly sophisticated attackers"!

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 recent security news, including:

  • T-Mobile owned hard
  • USA no fly list winds up on unsecured ElasticSearch in Bahrain… because reasons
  • Facebook scrambles to secure Afghani accounts
  • Hacker steals and returns $600 from de-fi platform
  • Healthcare sector struggles with ransomware attacks
  • A very sweet TCP-based amplification technique that will be A Problem
  • Much, much more

Evan Sultanik and Dan Guido will be joining us to talk about Fickling – a tool developed by Trail of Bits to do unnatural things to the Python Pickle files that are heavily used as a means to share machine learning models. The machine learning supply chain is really quite wobbly, and they’ll be joining us later to talk about that.

Risky Business #635 -- Owned via telnet? Must be "highly sophisticated attackers"!
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Risky Biz Soap Box: HD Moore talks Rumble and DCE/RPC party tricks

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

I am stoked to be publishing this interview. This Soap Box is brought to you by Rumble, the asset discovery company founded by HD Moore. For those of you who don’t know, HD is a security legend, having done all sorts of amazing research over the years and creating Metasploit all the way back in 2003.

This guy, as you’ll hear, vibrates at a slightly higher frequency than the rest of us. He’s one of those people who’s not only insanely talented, but he’s also insanely hardworking, which is why we get to have nice things like Metsaploit and, now, Rumble.

So: What is Rumble? It’s is an active asset discovery tool. You set it loose on your network and it shows you what’s there… but this isn’t your grandma’s portscanner. This thing can see through walls and around corners, and what it finds will genuinely blow you away. A couple of weeks ago a guy by the name of Tom Lawrence did an awesome 15 minute demo of Rumble for his YouTube channel.

I would highly recommend you watch it, even before you listen to this podcast. He does a fantastic job of demoing the product and showing that it’s able to make sense of what it sees to a very surprising degree. Tom demos it on a small network, but yeah, it scales – HD says Rumble counts a Fortune 5 among its customers.

Anyway, what HD has done with Rumble is create a tool – a lightweight scanner you can run from basically anywhere in a network – that will show you networks you didn’t know existed, it’ll identify devices with ridiculous granularity… it can even tell you if a windows box has EDR on it or a wireless card installed, all with an unauthenticated network scan.

Risky Biz Soap Box: HD Moore talks Rumble and DCE/RPC party tricks
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Risky Business #634 -- Major hacks to shake up Belarusian KGB

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 recent security news, including:

  • The United States backing away from “releasing the hounds”
  • Apple has dropped its lawsuit against Corellium
  • “Activists” dox Belarusian security apparatus
  • Another sign hiding IR reports behind legal privilege is looking shaky
  • Apple implements new child protection tech
  • Much, much more

After this week’s news we’ll hear from Matt Cauthorn from ExtraHop Networks in this week’s sponsor interview. We’ll be talking about ransomware hack and leak and about how ransomware crews are losing credibility. You used to be able to actually trust them to just unlock you or keep your data private, but that’s not so much the case anymore.

Risky Business #634 -- Major hacks to shake up Belarusian KGB
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Risky Business #633 -- President grandpa rattles sabre at cloud

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 recent security news, including:

  • US President Joe Biden says next shooting war will result from cyber incident
  • The Sun tabloid reports UK government weighing “cyber strike” against Iran
  • Australia, UK and USA release list of most commonly used CVEs
  • NSA drops Kubernetes security guide
  • Much, much more!

This week’s show is brought to you by Cmd Security. It makes what can best be described as a security agent for Linux. It can handle everything from user action restriction to IDR functionality, and Cmd’s co-founder Jake King will be along in this week’s sponsor slot to talk about what he’s seeing out there in Linux land. Jake says there’s a big cloud modernisation push happening right now as people re-architect their “legacy cloud” infrastructure into more modern setups.

Risky Business #633 -- President grandpa rattles sabre at cloud
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Risky Biz Soap Box: VMRay talks about its second line of defence for email security

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

In this sponsored edition of the Risky Biz Soap Box podcast VMRay’s VP of Products Uriel Cohen joins me to talk about its Email Threat Defender product.

They’ve glued some automated sandbox analysis to their fancy phishing/link analysis/detection tech and they’re pitching it as a secondary control. That means no, they’re not trying to replace big services like Proofpoint or Microsoft’s upper tier filtering, but as a seat belt to catch things that slip the net.

We talk about what they’re trying to do, look at the limitations of static and dynamic detection and talk about all sorts of other stuff too. Enjoy!

Risky Biz Soap Box: VMRay talks about its second line of defence for email security
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Risky Business #632 -- The Kaseya incident wasn't nearly as big as we thought

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 recent security news, including:

  • Analysis suggests the Kaseya REvil incident was actually a bit of a fizzer
  • They also obtained a decrypt key and no one knows how
  • EU to follow US Treasury on Bitcoin controls
  • Israeli Government has eyes on NSO fallout
  • PetitPotam Active Directory technique is very bad news
  • Much, much more…

This week’s show is brought to you by Remediant. Remediant makes a PAM solution that’s, well, quite different from the traditional password-vault style solutions. That’s put them in an interesting situation lately with Gartner. Remediant scored an honourable mention as a PAM to take note of, alongside Microsoft, but the thing is they don’t even qualify as a PAM vendor under Gartner’s own criteria. This might mean the analyst firms need to re-jig the way they evaluate and rank tech given there are so many more ways to skin cats these days. Remediant co-founder Paul Lanzi will join me in this week’s sponsor slot to talk through all of that.

Risky Business #632 -- The Kaseya incident wasn't nearly as big as we thought
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Risky Business #631 -- USA and friends send nastygram to China

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 recent security news, including:

  • USA and friends send a sternly worded letter
  • NSO group in the news, but parts of the coverage don’t add up
  • Google TAG drops another great post
  • We unveil the details of the earth shattering Kaseya 0day cyberweapon
  • MORE

This week’s show is brought to you by Signal Sciences, which is now a part of Fastly. Instead of booking an interview with one of their staff, they suggested we interview one of their customers – so this week’s sponsor guest is J J Agha, the CISO of Compass, the American real estate website.

He’ll be joining us to talk about his general approach, and yes, Signal Sciences is a part of that, but he’ll speak to automation and orchestration and a bunch of other stuff too.

Risky Business #631 -- USA and friends send nastygram to China
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Risky Biz Feature Podcast: An interview with Rob Joyce

Presented by

Patrick Gray
Patrick Gray

CEO and Publisher

In this podcast we chat with Rob Joyce, the NSA’s Director of Cybersecurity.

As many listeners would know Rob has a pretty interesting resume, having served as a special advisor on cybersecurity to US president Donald Trump, and, before that, leading Tailored Access Operations for NSA. More recently he served as the NSA liaison to Britain’s GCHQ, but he returned to the USA this year to take up his new post as the head of NSA’s defence-oriented Cybersecurity Directorate.

And here’s the thing: Rob is a senior bureaucrat who is genuinely passionate about technology. His con talks are fantastic. He did one on how to make TAO’s life hard in 2016 that was really a blockbuster technical talk, and he’s even done a talk about how to engineer wildly over-the-top Christmas light displays.

I’m telling you this to let you know that, well, Rob is a real, actual security geek. He’s the hacker-bureaucrat, if you will.

Anyway, he generously made himself available to do this interview with us and we covered a bunch of stuff: The terrible state of enterprise security, cloud service providers being dumb with their defaults, the role of the intelligence community in combating ransomware and more. But we started off with some nuts and bolts discussion about what NSA’s cybersecurity directorate actually does. Enjoy!

Risky Biz Feature Podcast: An interview with Rob Joyce
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Risky Business #630 -- We tried the carrot, it's time for the stick

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 recent security news, including:

  • REvil takes a vacation
  • Kaseya finally patches VSA
  • Morgan Stanley data exposed by third party Accellion hack
  • CISA issues emergency directive on MS print spooler bug
  • Patrick and Adam dream up ways for the US government to pressure vendors
  • MORE

This week’s show is brought to you by Senetas. They’ve traditionally made layer 2 encryption gear but, as you’ll hear, they’re moving with the times! Senetas CTO Julian Fay joins us this week to talk through a bunch of stuff – what they’ve been working on, a really interesting project they had to abandon because of COVID and the latest news on the move to quantum-resistant crypto.

Risky Business #630 -- We tried the carrot, it's time for the stick
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