Risky Business

Latest episodes

Showing 20 · updated from the feed

Snake Oilers: watchTowr, XBOW and CoreView

In this edition of the Snake Oilers podcast three vendors stop by to pitch the audience on their products: watchTowr: We’re all familiar with watchTowr’s research, but

Sep 11
42 min

Risky Business #852 -- Cyber Command wants to buy shells

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Robby Winchester from SpecterOps to talk through the week’s news, including: ID verificati

Sep 9
1 h 03 min

Risky Business #851 -- Agents are just ones and zeros, and tigers are just atoms

On this week’s show Patrick Gray and James Wilson are joined by guest co-host The Grugq to talk through the week’s news, including: Two alleged TeamPCP hackers got arre

Sep 2
58 min

Risky Business #850 -- Widespread AI-enabled attacks target Siemens PLCs

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Ollie Whitehouse, the CTO of the UK’s NCSC, to talk through the week’s news, including: Ir

Aug 26
1 h 02 min

Risky Business #849 -- Trump will unleash contractors on cybercriminals

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Dmitri Alperovitch to talk through the week’s news, including: Trump’s memo authorising the

Aug 19
59 min

Soap Box: Zero Trust(ish) Networks

In this Soap Box edition of the Risky Business podcast host Patrick Gray chats with Adam Pointon, CEO of Knocknoc, about the failure of Zero Trust as a comprehensive arch

Aug 14
29 min

Risky Business #848 -- OpenAI comes clean

On this week’s show Patrick Gray and James Wilson are joined by guest co-host Brad Arkin to talk through the week’s news, including: The AI-agent-hacks-stuff saga conti

Aug 12
59 min

Risky Business #847 -- Oops! Claude's accidental hacking spree

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

Aug 5
1 h 08 min

Risky Business #846 -- OpenAI built a fireplace out of wood

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 w

Jul 29
1 h 02 min

Risky Business #845 -- OpenAI's Skynet moment

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 age

Jul 22
1 h 09 min

Soap Box: Using threat hunting to drive detection

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 det

Jul 8
35 min

Risky Business #844 -- China closes AI vulndev gap as USA lifts Fable ban

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

Jul 1
1 h 00 min

Risky Business #843 -- Fortibleed is kinda awesome, actually

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

Jun 24
1 h 03 min

Risky Business #842 -- Anthropic needs an adult in the C suite

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

Jun 17
59 min

Risky Business #841 -- Microsoft gets owned and 0day'd

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 cybersecur

Jun 10
1 h 03 min

Soap Box: Detection and response in the AI age

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

Jun 5
36 min

Risky Business #840 -- Microsoft walks back researcher threats

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 mak

Jun 3
1 h 06 min

Risky Business #839 -- TeamPCP stole GitHub's internal repos

On this week’s show Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover: TeamPCP breached GitHub’s internal repos. Now what?

May 27
1 h 00 min

Risky Business #838 -- GitHub investigates possible breach

On this week’s show Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover: GitHub announced a possible breach CISA leaks impor

May 20
1 h 02 min

Soap Box: Where does AI fit into cloud security?

In this sponsored soap box edition of the Risky Business podcast Patrick Gray chats with Toni de la Fuente, the founder of Prowler. Prowler started off as a bunch of scr

May 15
33 min

Chart trend

Position in the Tech News chart (US), last 90 days.

#1#11#20JunJulAugSep

all-time peak

days in the top 10 since Nov 2024

Chart positions

Where Risky Business ranks today in each Apple Podcasts chart (US, Sep 15, 2026).

#14 ▼ 1 Tech News US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

This podcast has really helped in my goal of keeping up with the cyber news and the analysis from multiple perspectives is appreciated. It’s not necessary to agree with every opinion the hosts put out and links are available for independent deep dives. Highly recommend.

putnicknamehere21 · Mar 2026

A must listen for any cybersecurity practitioners and those who want to know the business, threats, and oddities of security.

SLM133 · May 2023

My favorite part is when Patrick and Adam discuss the security news. I usually end up crying from laughter, sometimes just wincing. It’s great stuff and super informative. Especially when the news portions run long, it’s like dessert.

TFWas · Sep 2021

Wish there was more than one episode per week. More podcasts need to take a similar approach to sponsors (sponsor bit at the end and a separate episode for people to hawk their wares). Perfect blend of information, humour, and humility.

Loafkoal · Sep 2021

Is there a version of this podcast that has the cyber content without the political chatter? If so it would be perfect. Sadly with this show, personal biases supersede journalistic integrity, and we are asked to endure. If I wanted to hear political viewpoints I’d seek an endless number of political podcasts. I’m just looking for cyber content though, so I’ll keep looking.

The15car · Jan 2026

I listened to every episode of this show for at least 5 years. I used to love it. Great info and good humor. However, over the last year and especially the last few months, the blatant anti-Trump focus lacks journalistic integrity. The final straw for me is Ig prong the Hunter Biden laptop story which has obvious important implications on censorship, potential bribery & money laundering by a Presidential candidate. I find myself forced to go to a neutral info sec platform. Thank you for years of good content. You need to back off your politically motivated & bias tone.

Long-time listener 33 · Nov 2020

We strive to present a balanced view by showing a diverse range of reviews from Apple Podcasts.