Down the Security Rabbithole Podcast (DtSR)

Rafal Los, James Jardine, Jim Tiller

wh1t3rabbit@ishackingyou.com

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Booking Overview

Down the Security Rabbithole is a long-running, no-nonsense cybersecurity show featuring practitioners and leaders discussing what’s real in security—plus candid takes on vendor claims and operational priorities. For PR bookings, it’s valuable if you can speak credibly from the field (or lead large security orgs) and translate security concepts into actionable lessons.

Metrics

Episodes: 749

Frequency: Weekly

Rating: 4.3/5.0

Estimated listeners: 1k-10k

Gender skew: Male

Location: USA

YouTube: 580 subscribers

Contact Information

wh1t3rabbit@ishackingyou.com

For verified host and producer emails, sign up to view.

Host

Rafal Los - Co-host of Down the Security Rabbithole Podcast (DtSR). The show is described as “cybersecurity’s premier podcast,” with a “no-nonsense, non-commercial approach.”

James Jardine - Co-host of Down the Security Rabbithole Podcast (DtSR). The show is described as “cybersecurity’s premier podcast,” with a “no-nonsense, non-commercial approach.”

Jim Tiller - Co-host of Down the Security Rabbithole Podcast (DtSR). The show is described as “cybersecurity’s premier podcast,” with a “no-nonsense, non-commercial approach.”

Booking Intelligence

Booking Requirements

medium
Typical Credentials:  
Cybersecurity practitioners and security leaders (e.g., field CISO, leaders/founders of security organizations), plus founders/executives who can speak to security operations and procurement realities.
Required Achievements:  
Led large security organizations, Built/founded security startups, Held CISO/field CISO roles, Recognized expertise in SOC/security operations and security strategy

Recent Guest Discussions

Seth Summersett - AI SOC Sales Claims Vs Reality; Expectations; What To Look For And Where The Line Of Misleading Marketing Is.

Tim Chase - Security Prioritization; Practical Approaches ("boring But Necessary").

Adam Ely - Leading And Innovating In Security; Experience Leading Large Security Organizations And Starting A Smaller Startup.

Recent Topics

Cybersecurity, Risk, Security Leadership, Threats, Governance

Episodes

Here's the recent few episodes on
Down the Security Rabbithole Podcast (DtSR)
:

DtSR Episode 712 - Lies My AI SOC Salesman Tells

June 30, 2026

TL;DR: Seth Summersett of Embed Security joins the podcast to talk about the snake oil that's coming from the AI SOC sellers. There's such a significant gap between what you're being sold and what's real. Seth and the gang talk about what's real, what you should expect, and where the line of bullsh** is.YouTube video: https://youtube.com/live/Z8R19cjTjwA?Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to su...

DtSR Episode 711 - Tim Chase Boring but Necessary

June 23, 2026

TL;DR: This week's pod features Tim Chase, a field CISO and, by background, a practitioner. We talk about "prioritization", a topic that's boring but incredibly necessary, as I am confident nobody out here has this solved yet!YouTube Video: https://youtube.com/live/099rUu0pV0gHave something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=...

DtSR Episode 710 - Leading and Innovating in Security

June 16, 2026

TL;DR: This week's podcast features Adam Ely - innovator, leader, and founder. Adam's led some of the world's largest security orgs, and started a tiny start-up. He's got knowledge and wisdom to share, so take it in.YouTube video: https://youtube.com/live/PVTDaiiwlMsHave something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube ...

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