Down the Security Rabbithole Podcast (DtSR)
The DtSR Podcast is dedicated to the cyber security profession - with timely topics, lively personalities, deep dives, and no fear of the third rail. Running since 2011 - founded by Rafal Los (aka "@Wh1t3Rabbit"), and co-hosted by James Jardine and now featuring Mr. Jim Tiller - the weekly show will entertain you while you're learning something.
On Twitter/X: https://twitter.com/@DtSR_Podcast
On YouTube: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHq
On LinkedIn: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/
Episodes
694 episodes
DtSR Episode 656 - Deeper Down the AI Rabbithole Part 2
TL;DR: This week John Dickson returns to go deeper down the AI rabbit hole with special guest Erik Bloch as we di...
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Season 15
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Episode 656
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44:57
DtSR Episode 655 - John Dickson Down the AI Rabbithole Part 1
TL;DR: So - Artificial Intelligence (AI)...incomprehensible good, or catastrophic evil? Both? And what does that depend on? This episode is the start of a series wherein we explore the potential good or bad of AI, what the dependenc...
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Season 15
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Episode 655
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51:52
DtSR Episode 654 - Can We Teach Machines Discretion?
TL;DR: This week's episode asks the question - is it possible to give AI "discretion" (which feels like a uniquely human concept)? And if so - what would that look like, and how can this help a society that's hurling headlong into an AI ...
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Season 15
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Episode 654
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43:49
DtSR Episode 653 - Rich Latayan Live and In Person
TL;DR: On this "live on the scene" episode from Zero Trust World 2025 sponsored by Threat Locker - I have the distinct pleasure to speak with Rich Latayan about his career leading big-company security programs as CISO and his current end...
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Season 15
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Episode 653
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18:29
DtSR Episode 652 - RSA Conf 2025 Wrap with Ray Canzanese, Jr.
TL;DR: As per the usual, this year's RSA Conference 2025 wrap-up is with my friend Ray Canzanese, Jr. We sit in the beautiful sunshine atop the Moscone Center (gardens) and have an interesting, conversation about a number of interesting ...
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Season 15
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Episode 652
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30:10
DtSR Episode 651 - Meaningfully Addressing the CISO Vendor Relationship
TL;DR: Sometimes LinkedIn gives us an opportunity to record something meaningful - and in this episode we find a conversation with Ross Hosman's perspective on how to address the stra...
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Season 15
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Episode 651
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46:11
DtSR Episode 650 - Executing a Human Focused Security Approach
TL;DR: This episode is a follow-up on two episodes, building up to this conversation. On episode 629 Hed Kovetz introduced us to "Identity Security" (
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Season 15
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Episode 650
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42:15
DtSR Episode 649 - Casey Ellis Other People's Software Bugs
TL;DR: This week's guest is BugCrowd's founder Casey Ellis. Casey's a pioneer in the security space and has some tremendous insights on how...
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Season 15
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Episode 649
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47:40
DtSR Episode 648 - CyberSecurity Market Forces
TL;DR: This week we're joined by the one and only Mike Privette - to talk about the market forces pushing and pulling cyber security's momentum. Whether you're into startups a la VC...
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Season 15
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Episode 648
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44:29
DtSR Episode 647 - Shiran Bareli AI as More Than Next Gen DLP
TL;DR: If you're deciding whether to listen to this episode - let me help you - YES. This episode is about the application of AI to one of the most difficult problems facing security teams - what and where is my most s...
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Season 15
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Episode 647
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41:47
DtSR Episode 646 - Ward Pyles on Human Centric Security for Real
TL;DR: This week Ward Pyles joins Jim Tiller and myself to talk about a relatively unremarkable topic - people-centric security. We've talked about it a bunch but it's not...
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Season 15
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Episode 646
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36:11
DtSR Episode 645 - Zero Trust Applied in the Real World
TL;DR: This week's episode is a sit-down in person at Zero Trust World 2025 (sponsored by ThreatLocker) with Ryan Benner. Ryan's the ca...
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Season 15
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Episode 645
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24:20
DtSR Episode 644 - Inside the Minds of Great Product Managers
TL;DR: This week's episode shifts the focus from leadership in the enterprise, to leadership in the vendor space. Building security products that innovate, inspire, and meet market and customer demand is far from trivial. Meet two o...
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Season 15
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Episode 644
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44:30
DtSR Episode 643 - A CISO's Guide to the First 90 Days
TL;DR: This week's podcast features the wisdom and wit of Merlin Namuth - currently serving as the CISO for the city & county of Denver. Merlin provides insights into how he vi...
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Season 15
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Episode 643
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40:33
DtSR Episode 642 - Chase Cunningham An Epic Zero Trust Keynote
TL;DR: This episode was recorded live from Zero Trust World 2025 in Orlando, FL sponsored by ThreatLocker. Chase Cunningham
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Season 15
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Episode 642
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24:26
DtSR Episode 641 - Kevin Fielder Security Principles and Guard Rails
TL;DR: On this episodes we welcome Kevin Fielder, CISO @ NatWest Boxed & Mettle, Advisor, investor, Coach, and speaker to talk about building guard rails and principles to minim...
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Season 15
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Episode 641
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39:36
DtSR Episode 640 - A Practitioner View of Security Automation
TL;DR: This week is a real treat! Eva Georgieva - a seasoned cybersecurity automation engineer - joins me, James, and Jim to talk about automation in cyber. We talk about...
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Season 15
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Episode 640
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39:40
DtSR Episode 639 - Richard Bird Famous With 12 People
TL;DR: This week's episode features a long-time-coming discussion with Richard Bird discussing his book "Famous with 12 people", and the "influenc...
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Season 15
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Episode 639
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50:01
DtSR Episode 638 - Matt Shufeldt Cyber Security's Specialist Problem
TL;DR: This week's episode is all about a growing issue in CyberSecurity (and I'm sure it's there in other disciplines as well) - "specialization" or more to the point "over-specialization". Why is it a problem?
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Season 15
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Episode 638
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36:26
DtSR Episode 637 - Amanda Berlin Build SMB Tools That Don’t Suck
TL;DR: On this episode Amanda Berlin, Senior Product manager at Blumira, joins Jim and Rafal to talk about her career, the second edition of her book, and building products for...
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Season 15
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Episode 637
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46:05
DtSR Episode 636 - CISO Perspectives Kayla Williams
TL;DR: Kayla Williams, CISO of Devo, joins Rafal & James on this episode to talk about her career path, the impor...
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Season 15
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Episode 636
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43:17
DtSR Episode 635 - The State of Trust 2025
TL;DR: Oh boy. Welcome to 2025, and the first podcast of the year is off to a flyer. Robert "RSnake" Hansen & Patrick...
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Season 15
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Episode 635
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1:04:36
DtSR Episode 634 - The 2024 Year End Episode
TL;DR: On this lengthy and very informal episode of the podcast, James, Jim and I close out the year with James Robinson (CISO of N...
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Season 15
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Episode 634
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1:30:40