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Risky Business

Risky Business Media
Cybersecurity
Ransomware
Microsoft
Vulnerability Management
Cloud Security
Iran
CISA
Cyber Security
Artificial Intelligence
China
North Korea
Okta
Email Security
Crowdstrike
Phishing
Identity-Based Attacks
Apple
AI In Cybersecurity
AWS
Threat Intelligence

Risky Business is a weekly information security podcast featuring news and in-depth interviews with industry luminaries. Launched in February 2007, Risky Business is a must-listen digest for information security pros. With a running time of approximately 50-60 minutes, Risky Business is pacy; a security podcast without the waffle.

PublishesWeeklyEpisodes102Founded19 years ago
Number of ListenersCategories
Tech NewsTechnologyNews

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Latest Episodes

On this week’s show, Patrick Gray and James Wilson are joined by special guest The Grugq. They discuss the week’s cybersecurity news, including:

* Vercel got owned, and there’s a few infostealer and compromised employee dots to connect

* Mozil... more

On this week’s show, Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover:

* Everyone has an opinion about Claude Mythos… even though almost nobody has used it yet

* CISA adds a 2009 Excel bug to the KE... more

In this edition of the Snake Oilers podcast three vendors stop by to pitch the audience on their products:

*

Burp AI and DAST: The founder of PortSwigger and creator of legendary security software Burp Suite, Dafydd Stuttard, drops by to pitch... more

On this week’s show, Patrick Gray, Adam Boileau and James Wilson discuss the week’s cybersecurity news. They cover:

* Anthropic’s new Mythos model hunts bugs and chains exploits together so well that… you cant have it…

* …Unless you’re one of ... more

Key Facts

Accepts Guests
Accepts Sponsors
Contact Information
Podcast Host
Number of Listeners
Find out how many people listen to this podcast per episode and each month.

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Recent Guests

Ian Ahl
Permiso executive
Permiso
Episode: Risky Business #834 -- Vercel gets owned, Mozilla dumps hundreds of Mythos bugs
Ajit Gokhale
Enterprise representative from Cape
Cape (Cape.co)
Episode: Risky Business #833 -- The Great Mythos Freakout of 2026
Dafydd Stuttard
Founder of PortSwigger and creator of Burp Suite
PortSwigger
Episode: Snake Oilers: Burp AI, Sondera and Truffle Security
Josh Devon
Co-founder of Sondera
Sondera
Episode: Snake Oilers: Burp AI, Sondera and Truffle Security
Dylan Ayrey
Co-founder of Trufflehog
Trufflehog
Episode: Snake Oilers: Burp AI, Sondera and Truffle Security
Jeff Moss
Founder of DefCon and Black Hat; early hacker community organizer
DEF CON / Black Hat
Episode: How the World Got Owned Episode 2: The 1990s, Part One
Chris Wysopal
Member of L0pht Hacking Think Tank; testified to Congress about weak computer security
L0pht
Episode: How the World Got Owned Episode 2: The 1990s, Part One
Kevin Mitnick
Criminal hacker turned security consultant and public figure
Episode: How the World Got Owned Episode 2: The 1990s, Part One
Kevin Poulsen
Journalist and former hacker, later Security Focus editor
Wired/Security Focus
Episode: How the World Got Owned Episode 2: The 1990s, Part One

Host

Patrick Gray
Host with deep industry experience, known for analytical rigor and clear-eyed coverage of cyber news and interviews.

Reviews

4.7 out of 5 stars from 1.4k ratings
  • Great Cyber News Source

    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.

    Apple Podcasts
    5
    putnicknamehere21
    United Statesa month ago
  • If it happens in ITSEC and matters.. it’s here

    From practitioners to C suite, avoid this at your own risk.

    Like a cheat code to what interesting things happened this week!

    Apple Podcasts
    5
    Alain1111
    Canada2 months ago
  • Top news and balanced views

    Couldn’t find a better podcast covering cyber news. This rating is in no way related to the single braincell known as “MAGA” and the weird one star reviews being given

    Apple Podcasts
    5
    nickname129837261
    Australia2 months ago
  • Here for the MAGA tears

    Great podcast. Glad it contains geopolitical context during discussions. Ignore the snowflake 1 star reviews.

    Apple Podcasts
    5
    Iphelse
    United States2 months ago
  • Essential listening

    The Risky Business family of podcasts is essential listening for anyone working in cyber security or anyone who likes hearing how funny it is when dumb stuff works.

    Apple Podcasts
    4
    🧐🙄🥶😁
    New Zealand2 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Some criticisms mention perceived political bias or opinions at times.
Long-time listener praising consistent quality and depth.
Listeners appreciate the host balance and guest diversity.
Listeners note strong cybersecurity focus with occasional political commentary.
Many praise practical insights and deep dives on current security topics.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#16
United States/News/Tech News
Apple Podcasts
#8
United Kingdom/News/Tech News
Apple Podcasts
#20
Canada/News/Tech News
Apple Podcasts
#210
United Kingdom/News
Apple Podcasts
#5
Australia/News/Tech News
Apple Podcasts
#20
Germany/News/Tech News

Talking Points

Recent interactions between the hosts and their guests.

Soap Box: Red teaming AI systems with SpecterOps
Q: Can you give us an idea of the kinds of AI systems enterprises are using and what an engagement looks like beyond just testing a chatbot?
Most engagements test the whole AI-enabled ecosystem—chat interfaces, data services, and how AI connects to internal systems—focusing on identity, access, and cross-technology attack paths rather than only the AI model in isolation.
Risky Biz Soap Box: The lethal trifecta of AI risks
Q: How do you plan to govern AI agents given their non-deterministic nature?
It's important to continually constrain the autonomy of the agent while defining the behaviors allowed through strict policies.
Risky Biz Soap Box: The lethal trifecta of AI risks
Q: What is the enterprise equivalent of a 'agentic AI running over 14 people on the way to the airport'?
The risks manifest in data concern, where agents may access private data and potentially exfiltrate it, leading to compliance and governance issues for enterprises.
Risky Business #821 -- Wiz researchers could have owned every AWS customer
Q: How do you skin that cat? I mean, I know how I would have done that, because I used to write for newspapers like 20 plus years ago, but how do you skin that cat and what's that like in the year 2026?
It takes me a long time to get my head around these things.
Risky Biz Soap Box: Graph the planet!
Q: What is OpenGraph?
OpenGraph is a flexible schema that enables the integration of various platforms into the BloodHound ecosystem.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About Risky Business

What is Risky Business about and what kind of topics does it cover?

A fast-paced security show that blends timely news coverage with in-depth interviews from industry leaders and researchers. Episodes routinely dissect current cyber threats, geopolitical cyber operations, and technology shifts (from AI-driven security to vulnerability management), then pair those discussions with practical frameworks or vendor perspectives from guest interviews. Noteworthy is the consistent inclusion of sponsor-focused conversations that explore real-world threat-hunting workflows and memory-management in AI-enabled security, offering listeners actionable takeaways for enterprise defenses. The format tends to be concise, information-dense, and anchored by seasoned hosts who bridge technical detail with business implications... more

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How many listeners does Risky Business get?

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How many subscribers and views does Risky Business have?

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Which podcasts are similar to Risky Business?

These podcasts share a similar audience with Risky Business:

1. Risky Bulletin
2. SANS Internet Stormcenter Daily Cyber Security Podcast (Stormcast)
3. CyberWire Daily
4. Smashing Security
5. Darknet Diaries

How many episodes of Risky Business are there?

Risky Business launched 19 years ago and published 102 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Risky Business?

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What guests have appeared on Risky Business?

Recent guests on Risky Business include:

1. Ian Ahl
2. Ajit Gokhale
3. Dafydd Stuttard
4. Josh Devon
5. Dylan Ayrey
6. Jeff Moss
7. Chris Wysopal
8. Kevin Mitnick

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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