
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_PodcastOn YouTube: https://youtube.com/playlist?list=PLyo0dkKRvfVtWXjRxNISrhme1MgBj3C2U&si=scHDiTuLXSEQ9qHqOn LinkedIn: https://www.linkedin.com/company/down-the-security-rabbithole-podcast/
Latest episodes

Feb 11, 2025 • 39min
DtSR Episode 640 - A Practitioner View of Security Automation
Send the hosts a message - try it now!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 challenges, what to automate first, good versus bad automation, and even get a little practical.YouTube: https://youtube.com/live/lA20Mgl3AxESupport the show>>> If you're reading this, 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

Feb 4, 2025 • 49min
DtSR Episode 639 - Richard Bird Famous With 12 People
Send the hosts a message - try it now!TL;DR: This week's episode features a long-time-coming discussion with Richard Bird discussing his book "Famous with 12 people", and the "influencer culture" in cybersecurity. It's an interesting discussion on how our industry works, and who makes it really turn.YouTube: https://youtube.com/live/hk42GbjzDZQ?feature=shareSupport the show>>> If you're reading this, 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

Jan 28, 2025 • 36min
DtSR Episode 638 - Matt Shufeldt Cyber Security's Specialist Problem
Matt Shufeldt, a seasoned cybersecurity expert, dives into the crucial topic of specialization in the field. He discusses the pitfalls of over-specialization and its impact on career trajectories. The conversation highlights the value of flexibility, contrasting super generalists with specialists, and emphasizes the need for adaptable skillsets in a rapidly evolving industry. Shufeldt also touches on the importance of bringing a long-term perspective to security leadership and fostering technological capabilities with an agile mindset.

Jan 21, 2025 • 45min
DtSR Episode 637 - Amanda Berlin Build SMB Tools That Don’t Suck
Send the hosts a message - try it now!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 SMBs that "don't suck". The unfortunate fact is that there aren't a lot of products designed for the unique challenges of companies that can't afford an army of security analysts, or consultants.YouTube Video: https://youtube.com/live/rvXqjBU5M4kSupport the show>>> If you're reading this, 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

Jan 14, 2025 • 43min
DtSR Episode 636 - CISO Perspectives Kayla Williams
Send the hosts a message - try it now!TL;DR: Kayla Williams, CISO of Devo, joins Rafal & James on this episode to talk about her career path, the importance of the "financial perspective" and the need for well-rounded security leaders who understand business first and foremost. A wonderful episode for leaders and those who want to be.YouTube Video: https://youtube.com/live/axl8V-ayMjUSupport the show>>> If you're reading this, 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

Jan 7, 2025 • 1h 4min
DtSR Episode 635 - The State of Trust 2025
Send the hosts a message - try it now!TL;DR: Oh boy. Welcome to 2025, and the first podcast of the year is off to a flyer. Robert "RSnake" Hansen & Patrick Dennis join Jim and I to talk about "trust" - and we touch on everything from AI to politics and everything in between.What state is trust in, and why is it really bad? And ... now what?!Required background reading:Patrick's original post: https://www.extrahop.com/blog/how-brittle-is-trust-in-an-era-of-continuous-compromiseMy hot-take on current state of trust: https://blogwh1t3rabbit.medium.com/burned-out-ontrust-e4d32e40b3d0YouTube Video: https://youtube.com/live/zzXKZU4-BGQSupport the show>>> If you're reading this, 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

Dec 31, 2024 • 1h 30min
DtSR Episode 634 - The 2024 Year End Episode
Send the hosts a message - try it now!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 Netskope) and Rock Lambros (Founder of Rock Cyber, and Author) as we discuss a wide range of topics you're going to have to listen in to get the details of. Wrap up 2024 by joining us for the EOY episode, and spread the new year cheer.YouTube Video: https://youtube.com/live/kT3FmXKsz5ESupport the show>>> If you're reading this, 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

Dec 24, 2024 • 47min
DtSR Episode 633 - Getting the Band Back Together
Send the hosts a message - try it now!TL;DR: On this Christmas episode of the podcast, I (Rafal) get together with two of my team from back in the Optiv days - Mark Arnold & MacKenzie Brown - to talk about some of the things we accomplished, and the need to perhaps resurrect some of our work. We have a little fun along the way, too.YouTube Video: https://youtube.com/live/Y5NHMo69T1ESupport the show>>> If you're reading this, 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

Dec 17, 2024 • 57min
DtSR Episode 632 - The Politics of Detection Response and Security Operations
Send the hosts a message - try it now!TL;DR: This week is a special show - where Raja Mukerji (Co-Founder, Chief Scientists at ExtraHop), Paul Farley (Field CTO, TrustedSec), and Anton Chuvakin (Security Advisor at Office of the CISO, Google Cloud) join Rafal, James, and Jim to talk about the honest politics of "the operations part of security". Whether you call it SOC, Security Operations, Cyber Defense Center, or whatever - what it does, how it functions, and how it's measured matter. We discuss and debate.YouTube Video: https://youtube.com/live/nEAxixee0LUSupport the show>>> If you're reading this, 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

Dec 10, 2024 • 47min
DtSR Episode 631 - Building and Securing Extreme Scale Network Infrastructure
Send the hosts a message - try it now!TL;DR: If you've ever wondered what kind of skill, scale, and engineering goes into building carrier-grade (and bigger) infrastructure this episode is for you. Joe DePalo (Executive Vice President & Chief Platform Officer at Netskope) joins Jim & Rafal to talk about his time building some networks that just blow our minds. You'll enjoy this episode if you're into networking.YouTube Video: https://youtube.com/live/U2UwSYdX1UM?feature=shareSupport the show>>> If you're reading this, 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
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