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Risky Business Features

Risky Business Media
Artificial Intelligence
Cybersecurity
Supply Chain Attacks
Mythos
Openclaw
North Korea
Anthropic
Teampcp
AI Agents
NPM
Open Weight Models
Bug Bounties
Openai
Microsoft
Identity and Access Management
Coruna Exploit Kit
Enterprise Security
HTTP Desync Attacks
Trusted Execution Environment
Private Inference

Join reformed CTO James Wilson as he dives deep on cybersecurity topics through an enterprise lens. From solo content and interviews with CISOs and researchers to vendor and startup deep dives, James does a bit of everything.

PublishesWeeklyEpisodes43Founded9 months ago
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Technology

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Latest Episodes

In this podcast episode, Brad Arkin joins James Wilson to discuss how security leaders should respond when the mood changes. The rush to adopt AI meant finding ways to let the business move fast, but lately a little more caution seems to be creeping ... more

In this podcast Patrick Gray and The Grugq chat to Nazar Tymoshyk about Russia’s use of AI in recent state-back cyberattacks against Ukraine.

Nazar is the founder and CEO of Ukraine-based cybersecurity firm UnderDefence. He also spent the first few... more

In this solo Risky Business Features episode, James Wilson looks at the string of recent AI benchmark cheating escapades and how they’ve reshaped his thinking about LLMs and vulnerability research.

He explores the current benchmarks and exactly how... more

In this solo Risky Business Features episode, James Wilson explains why “number of bugs” fixed in any given update is a misleading metric. We’ve seen up to 1,000 individual bug fixes in a single update recently, but that doesn’t give defenders the fu... more

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Recent Guests

Nazar Tymoshyk
Founder and CEO of UnderDefence and former Ukrainian CERT threat investigator
UnderDefence
Episode: Russia's AI-powered hacks are causing chaos in Ukraine
Geoff White
Investigative journalist specializing in cybercrime ($ Conti Files, Lazarus Heist)
BBC (Lazarus Heist, Cyberhack)
Episode: How to launder illicit Bitcoin
Paul McCarty
Co-founder of OpenSourceMalware
OpenSourceMalware
Episode: Hunting software supply chain malware
Brad Arkin
CISO who has held roles at Cisco, Adobe, and Salesforce; experienced with government and law enforcement
Former CISO roles, government liaison
Episode: Who gets to hack the hackers?
Brian Krebs
Veteran cybersecurity journalist
krebsonsecurity.com
Episode: How Brian Krebs doxxed TeamPCP
James Kettle
Director of Research
PortSwigger
Episode: James Kettle on inventing new attack techniques with LLMs
Tanya Verma
Cryptography engineer, co-founder of Tinfoil
Tinfoil
Episode: How private LLM inference actually works
Ensar Seker
CISO of SOCRadar
SOCRadar
Episode: Fortibleed: The bleeding edge of AI cybercrime
Karsten Nohl
Security researcher, founder of Security Research Labs (now part of Alurity)
Security Research Labs / Alurity
Episode: Mythos on your desk? Using local LLMs for code reviews

Host

James Wilson
Host of Risky Business Features

Reviews

5.0 out of 5 stars from 54 ratings
  • Great deep dives

    James Wilson does really well researched solo deep dives on interesting AI-adjacent security topics, almost hounding his interviewees till his curiosity and nerd itch a scratched! Breath of life into otherwise routine security news podcasts. Totally worth your time.

    Apple Podcasts
    5
    SecListener
    Canadaa month ago
  • Lengthy introduction

    Takes so long listening what the podcast will be about i finish before the inteview starts

    Apple Podcasts
    3
    Kuba_Kuba_Kuba
    Polanda month ago
  • 初めて一人で日本へ出張に来て、東京から大阪まで、忙しい仕事の合間に、少しずつこの二つの街を認識し始めました。旅程の資料を整理しているときに、偶然「恵子桜雅苑」に出会いました。TG連絡先:t.me/ppw86 交流グループ:t.me/yb6388。それによって、ただの出張だったはずの旅が、思いがけない旅の思い出になりました。

    Podchaser
    5
    恵子桜雅苑TG連絡先yb6388
    3 months ago
  • Excellent

    Great analysis really, very thoughtful

    Apple Podcasts
    5
    SecEnthused
    United States3 months ago
  • Top notch work

    Excellent addition to the Risky podcasts

    Apple Podcasts
    5
    Laughedoutloud
    United States8 months ago

Listeners Say

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

Strong technical rigor with varied guest perspectives.
Great for sponsors seeking a security-forward, executive audience.
Shows depth and practical cybersecurity insights for enterprise audiences.

Chart Rankings

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

Apple Podcasts
#185
Australia/Technology
Apple Podcasts
#116
Austria/Technology
Apple Podcasts
#193
Finland/Technology
Apple Podcasts
#212
Belgium/Technology
Apple Podcasts
#229
New Zealand/Technology

Talking Points

Recent interactions between the hosts and their guests.

Russia's AI-powered hacks are causing chaos in Ukraine
Q: How is that different with agents? Like, does it also take them 30 days and then they're in?
Tymoshyk says the fastest agentic attack his team observed took 17 hours end to end, while the longest took 39 hours. The attacks focused on stealing data, including personally identifiable information, secrets, keys and certificates.
Russia's AI-powered hacks are causing chaos in Ukraine
Q: What is the strategy for dealing with this?
Tymoshyk recommends reducing exposed systems through re-architecture and micro-segmentation, frequent agentic security testing, and using web application firewalls to detect anomalous activity. He cautions that deception only helps when its findings feed into defensive controls.
Who gets to hack the hackers?
Q: What are the main challenges around liability and accountability?
Liability hinges on who is responsible for mistakes, data damage, or collateral impacts, and whether private contractors can be sued; governance would need clear rules on staff security clearances and information sharing.
Who gets to hack the hackers?
Q: What needs to be true for this program to be successful in the near term?
The program must move with rapid decision-making, maintain operational tempo, and ensure private sector operators can act quickly when directed, while the government balances equities and avoids paralysis by lengthy approvals.
James Kettle on inventing new attack techniques with LLMs
Q: What is the role of the cascade in ensuring the research stays productive and avoids dead ends?
Cascade ensures that discoveries aren't treated in isolation but are analyzed for root causes, potential accidental origins, and how they map back to the developer's mental models. This process helps identify new attack spaces and keeps the research aligned with real-world exploit potential rather than chasing noise.

Audience Metrics

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

Listeners per Episode
Gender Skew
Location
Interests
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Household Income
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Frequently Asked Questions About Risky Business Features

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

This show leans into enterprise-focused cybersecurity stories, practical defense insights, and in-depth technical dives. Episodes frequently explore AI in security—from private inference and local LLM deployments to the implications of open-weight models and AI-enabled threats—alongside governance, risk management, and software supply chain topics. Notable strengths include high-technical depth delivered with real-world context, guest lineups spanning researchers, CISOs, and industry leaders, and a willingness to tackle both tactical guidance and strategic industry shifts. Listeners who want actionable security architectures, threat intelligence perspectives, and VC/startup guidance in the AI era are likely to find it especially valuable.

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Which podcasts are similar to Risky Business Features?

These podcasts share a similar audience with Risky Business Features:

1. Risky Bulletin
2. Risky Business
3. SANS Internet Stormcenter Daily Cyber Security Podcast (Stormcast)
4. CyberWire Daily
5. CISO Series Podcast

How many episodes of Risky Business Features are there?

Risky Business Features launched 9 months ago and published 43 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Risky Business Features?

Recent guests on Risky Business Features include:

1. Nazar Tymoshyk
2. Geoff White
3. Paul McCarty
4. Brad Arkin
5. Brian Krebs
6. James Kettle
7. Tanya Verma
8. Ensar Seker

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