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

Jun 24, 2025 • 43min
DtSR Episode 659 - LinkedIn Cyber Influencers are Funny
Send the hosts a message - try it now!TL;DR: This week's episode came from my (Rafal) brain. I've been reading far too much LinkedIn, and the "influencer" postings have been making me crazy. So, here we are. We talk through some of these posts, many of which are AI generated I think, and have a little fun with it. Call it...therapy.YouTube Video: https://youtube.com/live/uZVfkge8bQEDigital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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

Jun 17, 2025 • 49min
DtSR Episode 658 - What Does It Mean to Secure AI (Part 4)
Send the hosts a message - try it now!TL;DR: On this episode, part 4 of our AI series, we are once again joined by Raja Mukerji, Jeff Collins, and John Dickson to discuss what it means to think about security for AI. Is it something completely different? Is it something same-'ol? Or - is it a bit of both. And what aren't we thinking about when it comes to securing AI?YouTube video: https://youtube.com/live/vUJIOrX0kHcDigital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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

Jun 10, 2025 • 44min
DtSR Episode 657 - Cyber-Security Use-Cases for AI (Part 3)
Send the hosts a message - try it now!TL;DR: This week I bring John Dickson back to join Jeff Collins and Raja Mukerji as we talk through the following:What can AI do, for cyber security, that we can't do with current tools?What is the model for incorporating AI into cybersecurity - are we replacing people? augmenting people? both? neither?Where is AI the strongest in these use-cases today, and where is the promise for 12 - 36 months out?What are the LIMITATIONS for AI in cybersecurity? Are these short-term limitations, or long-term?Youtube: https://youtube.com/live/Tv_Lx76rl58Digital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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

Jun 3, 2025 • 45min
DtSR Episode 656 - Deeper Down the AI Rabbithole Part 2
Send the hosts a message - try it now!TL;DR: This week John Dickson returns to go deeper down the AI rabbit hole with special guest Erik Bloch as we dive into a more technical explanation of AI, how this innovation differs from other similar concepts, previous tech innovations, and some of the commercial vs consumer use-cases where AI is best suited. It's a deeper discussion, and we will for sure have a part 3, and likely 4 coming soon.YouTube video: https://youtube.com/live/QXi6ed2NKhcDigital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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

8 snips
May 27, 2025 • 52min
DtSR Episode 655 - John Dickson Down the AI Rabbithole Part 1
In this engaging discussion, John Dickson, CEO of Byte Whisper Security and a security veteran with over 30 years in the field, dives into the fascinating world of AI and security. He humorously shares insights from his career while exploring the complex duality of AI—potentially beneficial yet fraught with risks. The conversation highlights the challenges organizations face in integrating AI into their workflows and emphasizes the need for critical thinking amidst growing technology reliance. Dickson also touches on the importance of preserving traditional skills in a tech-driven world.

10 snips
May 20, 2025 • 44min
DtSR Episode 654 - Can We Teach Machines Discretion?
Sounil Yu, CTO and co-founder of Knostic and former chief scientist at Bank of America, joins to explore the intriguing question of whether machines can be taught discretion. The discussion highlights the implications of AI in a society on the brink of an AI era. Topics include the challenges of data access and the 'need to know' principle in organizations, as well as the necessity for customized AI guardrails to prevent biased outcomes. Yu emphasizes the importance of balancing clean data and strategic access to enhance security in a digital landscape.

May 13, 2025 • 18min
DtSR Episode 653 - Rich Latayan Live and In Person
Send the hosts a message - try it now!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 endeavor.YouTube: <coming soon>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 6, 2025 • 30min
DtSR Episode 652 - RSA Conf 2025 Wrap with Ray Canzanese, Jr.
Send the hosts a message - try it now!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 topics not the least of which is the puppies and baby goats at this year's event (well played, vendors, well played).YouTube Video: https://youtu.be/LSdEMlKRZmwDigital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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

Apr 29, 2025 • 46min
DtSR Episode 651 - Meaningfully Addressing the CISO Vendor Relationship
Send the hosts a message - try it now!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 strained relationship between buyer and seller, CISO and vendor - in a meaningful way that you'll hopefully benefit from.Sales people, take notes. CISOs ... you too.YouTube video: https://youtube.com/live/e_SbcB2ZsD8Digital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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

Apr 22, 2025 • 42min
DtSR Episode 650 - Executing a Human Focused Security Approach
Send the hosts a message - try it now!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" (https://dtsr.buzzsprout.com/2153215/episodes/16174464-dtsr-episode-629-what-the-hell-is-identity-security) and then on episode 646 Ward Pyles started the conversation about how security tools really aren't set up to protect from the identity perspective (https://dtsr.buzzsprout.com/2153215/episodes/16854549-dtsr-episode-646-ward-pyles-on-human-centric-security-for-real). Well - now we invited them both onto the show to talk it through and solve the problem Ward identified with the tech Hed spoke of.The result was better than we expected.YouTube video: https://youtube.com/live/N7cyIOdChtwDigital Disruption with Geoff Nielson Discover how technology is reshaping our lives and livelihoods.Listen on: Apple Podcasts SpotifySupport 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