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Down the Security Rabbithole Podcast (DtSR)

Rafal (Wh1t3Rabbit) Los
Cybersecurity
Ransomware
Return-To-Office Mandates
Cybersecurity Services
Compliance
Software Development
Information Security
Cyber Workforce
Risk Management
Application Security
Devops
Remote Work
Productivity
Procurement
Metrics
Cloud Security
Cybersecurity Risks
Iot Devices
Work-Life Balance
Leadership

This is Cybersecurity's premier podcast. Running strong since 2011 Rafal Los, James Jardine, and Jim Tiller bring a no-nonsense, non-commercial approach to our profession. DtSR brings interviews and discussion with people you want to meet, and stories you have to hear. So whether you're just starting out, or are decades deep into your career, you'll always learn something on this show.On Twitter/X... more

PublishesWeeklyEpisodes737Founded15 years ago
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Artwork for Down the Security Rabbithole Podcast

Latest Episodes

TL;DR: THANK YOU. I can't believe I'm dropping episode 700. It's been a journey since September 2011 - so many amazing and unbelievable guests, conversations, and life lessons. So much incredible content that ages like fine wine, thank you to my frie... more

TL;DR: As I continue to post content recorded in Orlando at Zero Trust World 2026, I bring you a live recorded episode with Marcus Hutchins. It's an interesting discussion that is no doubt polarizing, but no less interesting. Enjoy!

We are ONE EPISO... more

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TL;DR: This week's guest is Alex Hutton - who has been leading security teams in high-stakes organizations for years and is bringing his experience to you. We discuss leadership, risk, and several leadership topics you'll want to take notes on.

YouT... more

YouTube

TL;DR: On this episode of the pod, G. Mark Hardy joins Jim, James, and Rafal to talk about the precarious evolution of the role of the CISO. We even delve into the definition and purpose of risk, and find some there, there.

YouTube video: yo... more

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Key Facts

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Number of Listeners
Find out how many people listen to this podcast per episode and each month.

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Recent Guests

Rebekah Wilke
Responsible for Cybersecurity at a fintech company
fintech company
Episode: DtSR Episode 694 - Seasonal Martyrdom and Cyber Burnout
Ryan Halstead
Director of Cyber Operations for the same fintech that Rebekah is describing
fintech company
Episode: DtSR Episode 694 - Seasonal Martyrdom and Cyber Burnout
Ran Nahmias
Perpetual entrepreneur with extensive experience in cybersecurity
Checkpoint, Microsoft
Episode: DtSR Episode 692 - Ran Nahmias the Perpetual Entrepreneur
Matt Carothers
Distinguished security architect at Cox Communications
Cox Communications
Episode: DtSR Episode 690 - Defenders of the Internet Pipes
Julian Brownlow Davies
SVP of Offensive Security Strategy at BugCrowd
BugCrowd
Episode: DtSR Episode 688 - Looking for Meaning in the Signal
Dan Geer
A prominent figure in cybersecurity with extensive experience and unique insights into the discipline
Episode: DtSR Episode 687 - Dan Geers Wisdom from 2014
Gadi Evron
CEO of Gnostic and a recognized figure in cybersecurity
Gnostic
Episode: DtSR Episode 685 - Weaponized AI is Real Now What Pt 1
Aaron Costello
Chief of SAS Security Research
Omni
Episode: DtSR Episode 684 - AI Agents Gone Rogue
Jay Jacobs
Founder at Empirical Security, leads the EPSS project
Empirical Security
Episode: DtSR Episode 682 - A Third Opinion on Vulnerability Ranking

Hosts

Rafal Los
Host of Down the Security Rabbithole Podcast, frequently discusses platform strategy, security operations, and market dynamics.
James Jardine
Co-host focused on hosting dynamics, business context, and security strategy conversations.
Jim Tiller
Co-host and guest host contributing to security discussions with practical perspective.

Reviews

4.4 out of 5 stars from 164 ratings
  • Real infosec knowledge

    Raf does an excellent job of providing insight and advice around the difficult task of balancing security and business sensitivity. One of my favorites- highly recommend.

    Apple Podcasts
    5
    raxis
    United States4 years ago
  • Raf is a podcasting legend in InfoSec! Always great content on his show!

    Podchaser
    5
    Tom Eston
    4 years ago
  • Excellent Podcast!

    The host, Rafal, is excellent at driving the conversation and bringing interesting and relevant topics to his listeners. I absolutely love the topics they cover!

    Apple Podcasts
    5
    treguly
    Canada4 years ago
  • DTSR - Don’t Listen to the Podcast!!

    If you want to remain an ignoramus don’t listen to the podcast.

    As a relative N00b to the world of applied information security I needed to get up to speed fast. I had started a Masters degree in InfoSec. But the topic, as I quickly discovered, is both far reaching and fast moving. Although I was reading papers and learning as much as I could I was missing the real world application.

    The DTSR podcast gave me the insight into conversations above the level of my current role and rounds out my lea... more

    Apple Podcasts
    5
    SteveHeap
    United Kingdom5 years ago
  • Enjoyed coverage on Cybersecurity Canon project and interview.

    Podcast Addict
    5
    Gurulee
    6 years ago

Listeners Say

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

Listeners praise expert-level security content that stays accessible and business-relevant.
Hosts engage well, driving meaningful conversations beyond surface-level cyber news.
Audience notes strong practical takeaways and real-world applicability for security leadership or engineering roles.
The show is consistently high-quality with balanced, insightful guests and good production.

Chart Rankings

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

Apple Podcasts
#103
United States/News/Tech News
Apple Podcasts
#194
Canada/News/Tech News
Apple Podcasts
#225
United Kingdom/News/Tech News
Apple Podcasts
#191
Italy/News/Tech News
Apple Podcasts
#66
India/News/Tech News
Apple Podcasts
#67
Saudi Arabia/News/Tech News

Talking Points

Recent interactions between the hosts and their guests.

DtSR Episode 696 - Zero Trust CyberSecurity Shenanigans
Q: What's new since you last talked?
The platform continues to grow with features like Defense Against Configurations, Web Control, and Patch Management, with a broader strategy around deny-by-default and permit-by-exception.
DtSR Episode 696 - Zero Trust CyberSecurity Shenanigans
Q: What is Zero Trust World?
Zero Trust World is ThreatLocker's annual conference in Florida, meant to showcase the company's evolving platform and new features, while gathering customers, partners, and industry peers.
DtSR Episode 687 - Dan Geers Wisdom from 2014
Q: What are the low hanging fruit we are not addressing yet?
Egress filtering, as well as assessing the programming languages used in software development, may present opportunities for improvement.
DtSR Episode 687 - Dan Geers Wisdom from 2014
Q: Where does responsibility lie for protecting information?
The responsibility may lie with individuals and organizations as they engage in practices for risk management and mitigation.
DtSR Episode 684 - AI Agents Gone Rogue
Q: What were you even trying to do and what was the outcome?
To provide a proof of concept by using a support ticket to trick an AI agent into executing unauthorized tasks.

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 Down the Security Rabbithole Podcast

What is Down the Security Rabbithole Podcast about and what kind of topics does it cover?

A practical, business-minded cybersecurity show that blends technical depth with real-world context. Across recent episodes, discussions span operational security at scale, AI's impact on defense and threats, vulnerability management, and the economics of the cybersecurity software market. The hosts emphasize actionable, contained security with a focus on balancing security needs against developer productivity, cost, and user experience. Noteworthy is the consistent attention to how policy, governance, and leadership choices shape security outcomes, plus frequent guest voices that bring frontline battle-tested perspectives from vendors, practitioners, and researchers. This mix makes it valuable for listeners who want deeper security chops c... more

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Which podcasts are similar to Down the Security Rabbithole Podcast?

These podcasts share a similar audience with Down the Security Rabbithole Podcast:

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

How many episodes of Down the Security Rabbithole Podcast are there?

Down the Security Rabbithole Podcast launched 15 years ago and published 737 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 Down the Security Rabbithole Podcast?

Recent guests on Down the Security Rabbithole Podcast include:

1. Rebekah Wilke
2. Ryan Halstead
3. Ran Nahmias
4. Matt Carothers
5. Julian Brownlow Davies
6. Dan Geer
7. Gadi Evron
8. Aaron Costello

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