Down the Security Rabbithole Podcast (DtSR)
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: 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
751 episodes
DtSR Episode 714 - Limitations and Expectations for AI SOC Part 2
TL;DR: This week's pod is the conclusion to the 2-part series on AI SOC with Anton Chuvakin, Daniel Miessler, Rock Lambros, Erik Bloch, and Raja Mukerji. We talk about the rational application of AI to cybersecurity and what the future h...
DtSR Episode 713 - Limitations and Expectations for AI SOC Part 1
TL;DR: Join Raja Mukerji, Anton Chuvakin, Daniel Miessler,
DtSR Episode 712 - Lies My AI SOC Salesman Tells
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 s...
DtSR Episode 711 - Tim Chase Boring but Necessary
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...
DtSR Episode 710 - Leading and Innovating in Security
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 w...
DtSR Episode 709 - Zero Trusting OT
TL;DR: Phillip Wylie joins Rafal live from Zero Trust World 2026 in Orlando, FL, to talk about Operational Technologies (OT) in the context of Zero Trust. As the Joker once...
DtSR Episode 708 - Does AI Give Threat Actors an Advantage
TL;DR: This week's pod features Karim Hijazi, Adam Meyers, and Will Gragido on AI and the potential advantages for adversaries. It's a fascinating discussion with in-depth analysis, commentary, and relatable s...
DtSR Episode 707 - Impact of AI on the Intelligence Game
TL;DR: Today's pod features Will Gragido, a multi-time returning guest with deep expertise in cyber intelligence, threat actors, and related activity. Will shares his expertise with...
DtSR Episode 706 - Practical AppSec for the AI Vulnpocalypse
TL;DR: How are organizations like the Motley Fool handling AppSec right now? How are companies building sustainable, measurable, and resilient software security programs, even as AI looms...
DtSR Episode 705 - Idiocracy or Star Trek
TL;DR: Howard Holton's back for part 2 of this 2-part special on the cybersecurity market, procurement's role, innovation, and now with 100% more AI discussion (drink up). Will...
DtSR Episode 704 - Market Saturation, Innovation and Procurement
TL;DR: Buckle up. Howard Holton, CEO of GigaOm, joins for a 2-part special on the cybersecurity market, innovation, market saturation, and more. What an absolute blast of a pod...
DtSR Episode 703 - The Myth and Reality of Mythos
TL;DR: Returning guest Gadi Evron joins the crew to talk about the latest bomb dropped by Anthropic - "Mythos". Allegedly, this model could bring about the vulnerability apocalypse, or...
DtSR Episode 702 - Trust Issues with Trusted Advisors
TL;DR: Do you have a trusting relationship with your cyber VAR, reseller, or integrator? Most of us don't, and that's because the erosion of trust has been ongoing for the last decade. So when
DtSR Episode 701 - Adrian Sanabria AI Cant Replace Jobs
TL;DR: Starting off the 700 series is Adrian Sanabria, long-time analyst, and industry insider. Adrian's SubStack post (
DtSR Episode 700 - An Unreal Milestone
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, th...
DtSR Episode 699 - Marcus Hutchins Hot Takes and AI
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!<...
DtSR Episode 698 - Leadership in a High Stakes CISO Role
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 leade...
DtSR Episode 697 - The Precarious Evolution of the CISO Role
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...
DtSR Episode 696 - Zero Trust CyberSecurity Shenanigans
TL;DR: This week's podcast is live'ish from Zero Trust World 2026, put on by ThreatLocker. It's a lively conversation with their
DtSR Episode 695 - Cyber Is Headed for a Market Meltdown
TL;DR: Is cybersecurity headed for a market meltdown? Are we watching the bubble pop? Patrick Dennis joins Rafal to give some observations, analyze and provide guidance on wh...
DtSR Episode 694 - Seasonal Martyrdom and Cyber Burnout
TL;DR: We've all experienced it - either you're the one, or you know someone, who works themselves to death. Whether it's "part of the job" or part of the job - it always leads to the same end.
DtSR Episode 693 - The Most Important AI Conversation
TL;DR: This is one of the most relevant AI conversations, in the moment. Gadi Evron joins me to talk about how AI is not just changing everything, but how it's actually going to i...
DtSR Episode 692 - Ran Nahmias the Perpetual Entrepreneur
TL;DR: What's it like to be an entrepreneur your entire career? Always trying something new, always doing something different? Ask Ran Nahmias, someone who's been around long eno...