Down the Security Rabbithole Podcast (DtSR)

TL;DR: Join Raja Mukerji , Anton Chuvakin , Daniel Miessler , Rock Lambros , and Erik Bloch for a banger of an episode (part 1 of 2) where we debate the potential of AI and the current state of delivery for SOC and security applications. This episode was made possible by a group of people with much better things to do than record a podcast who donated their time. Please join me in thanking them fo...

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 t...

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/099rUu0pV0g Have something to say? Let's hear it. Support the show >>> Please consider clicking th...

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/PVTDaiiwlMs Have something to say? Let's hear it. Support the show >>> Please consider clicking the link above...

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 said, "Hubba Hubba, who do you trust?" YouTube: https://youtu.be/N5sI85IwxIQ Have something to say? Let's hear it. Support the show >>> Please consider clicking the link above to support the show! -=-=-=-...

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 stories that will give you the insights you can't get anywhere else. Buckle in, this one's an hour but completely worth it. YouTube Video: https://www.youtube.com/live/w...

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 us on how AI will impact the gathering, analysis, dissemination, and utilization of adversary and threat intelligence. YouTube Video: https://youtube.com/live/l7mrBPRTokQ Have something to say? Let's hear it...

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 overhead? Catch Paolo del Mundo , Director of Application Security at the Motley Fool , and hear his insights on how he and his team make it work. YouTube video: https://youtube.com/live/s6z-OytApF0 Have someth...

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 it be Idiocracy? Or Star Trek? I know what I think. YouTube video (still sorry for the crap quality): https://youtube.com/live/q15xAwcPur8 Have something to say? Let's hear it. Support the show >>> P...

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 podcast. YouTube video (apologies for the crap quality): https://youtube.com/live/q15xAwcPur8 Have something to say? Let's hear it. Support the show >>> Please consider clicking the link above to support the show...

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 something. Let's dive into it. YouTube Video: https://youtube.com/live/RxY0Zj2UtLw Have something to say? Let's hear it. Support the show >>> Please consider clicking the link above to su...

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 Josh Jones , Chris Roche , and Yonesy Nunez get together to work on a problem, you know it's worth your time to listen. On this episode, we dive into how we got here, how bad the problem is -...

TL;DR:  Starting off the 700 series is Adrian Sanabria , long-time analyst, and industry insider. Adrian's SubStack post ( https://substack.com/home/post/p-189699798 ) makes an interesting distinction between 'work' and 'tasks'; then he goes on to explain how AI will apply. Fascinating conversation recorded live from Zero Trust World, 2026 sponsored by ThreatLocker. YouTub...

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 friends James Jardine and Jim Tiller for doing this thing. Thank you to all of YOU for listening, sharing, and rating us. This is  the ind...

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 EPISODE away from 700, thanks for being along for the ride! YouTube Video: (coming shortly) Have something to say? Let's hear it. Support the show...

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. YouTube video: https://youtube.com/live/FRBbnWVyO_Q Have something to say? Let's hear it. Support the show >>> Please consider click...

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: https://youtube.com/live/_gpV4XilToc Have something to say? Let's hear it. Support the show >>> Please consider clicking the link above to support...

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 CPO Rob Allen who can't help himself but mess with my recording equipment. Shenanigans ensue. You'll love it. YouTube video: https://youtu.be/aOP6IT8OiDI Have something to say? Let's hear it. Show Sponsor: ThreatLocker Allow what you need...

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 what's happening, and what's to come. Buckle that chin strap, it's going to get crazy. YouTube video: https://youtube.com/live/bhtvOSv48Jc Have something to say? Let's hear it. Support the show >>> P...

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. Rebekah Wilke and Ryan Halstead join James and I to talk through a very timely and critically important topic from a leadership perspective. Big thanks to my guy Josh Jones for the...

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 impact what you're doing - from security to everything else. Tune in, this is a critical conversation. YouTube: https://youtube.com/live/t48sX54QCwI Have something to say? Let's hear it. Support the show &gt...

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 enough to have done it all, and he's not done yet. YouTube Video: https://youtube.com/live/qngve0dmd7M Have something to say? Let's hear it. Support the show >>> Please consider clicking the link...

TL;DR : Today, Julian Brownlow Davies rejoins the pod (Ep 688) to continue the conversation about 3rd party external security testing. It's strong opinions and tales of woe all around. Episode 688: https://dtsr.buzzsprout.com/2153215/episodes/18498795-dtsr-episode-688-looking-for-meaning-in-the-signal YouTube video: https://youtube.com/live/6ZCPNXR_5u0 Have something to say? Let's hear it...

TL;DR:  This week's guest is Matt Carothers who works at a major Internet provider. We talk about defending, strategy, and some of the interesting topics that come with the job. If you have Internet at home, or at the office, or on the go - this episode is for you. There will probably be a part 2. YouTube: https://youtube.com/live/tJcjtgn759g Have something to say? Let's hear it. Support...

TL;DR:  Social media is corrupting our kids, radicalizing your neighbors, and being basically evil with no checks. This episode is an "off the rails" discussion on a not-so-clearly Cyber Security topic, with us diving deep and getting a little angry. Thanks to Kevin Thompson for joining us and sharing his qualified opinion as a dad and experienced Scout Master. YouTube: https://youtube.c...