Down the Security Rabbithole Podcast (DtSR)

Hosted by Rafal (Wh1t3Rabbit) Los

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Episodes

747

Latest episode

Jun 2026

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About the show

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/

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60 recent

June 16, 2026Episode 71047 min

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 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 home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

June 9, 2026Episode 70915 min

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 said, "Hubba Hubba, who do you trust?"YouTube: https://youtu.be/N5sI85IwxIQHave something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

June 2, 2026Episode 70852 min

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 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/w7nBe_uS8G4Energy-Based Model company (that Karim referenced): https://logicalintelligence.com/Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

May 26, 2026Episode 70744 min

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 us on how AI will impact the gathering, analysis, dissemination, and utilization of adversary and threat intelligence.YouTube Video: https://youtube.com/live/l7mrBPRTokQHave something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

May 19, 2026Episode 70638 min

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 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-OytApF0Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

May 12, 2026Episode 70538 min

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 it be Idiocracy? Or Star Trek? I know what I think.YouTube video (still sorry for the crap quality): https://youtube.com/live/q15xAwcPur8Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

May 5, 2026Episode 70434 min

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 podcast.YouTube video (apologies for the crap quality): https://youtube.com/live/q15xAwcPur8Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

April 28, 2026Episode 70339 min

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 something. Let's dive into it.YouTube Video: https://youtube.com/live/RxY0Zj2UtLwHave something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

April 21, 2026Episode 70246 min

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 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 - and most importantly, what we can do about it.YouTube Video: https://youtube.com/live/0umF7Bv3ra4Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast

April 14, 2026Episode 70135 min

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 ( 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.YouTube Video: <shortly available>Have something to say? Let's hear it.Support the show>>> Please consider clicking the link above to support the show!-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=YouTube home: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqLinkedIn Page: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/X/Twitter: https://twitter.com/dtsr_podcast