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/
- Update frequency
- every 7 days
- Average duration
- 43 minutes
- Episodes
- 708
- Years Active
- 2011 - 2025
DtSR Episode 671 - It's The End of the Internet As We Know It
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TL;DR: This week's returning guest is Doug Cavit, but this time he's here to talk about the Internet apocalypse. Partly driven by AI, but mostly we discuss autom…
DtSR Episode 670 - Ethics Equity and Rock Star CISOs
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TL;DR: Michael Reichstein joins the pod this week to talk about "rock star CISOs" and those who trade equity for their souls. It's an interesting discussion but …
DtSR Episode 669 - ADR Enters the SOC Chat
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TL;DR: This week's pod features our favorite former analyst Anton Chuvakin, and an AppSec OG Jeff Williams as we tackle the subject of AppSec's favorite new acro…
DtSR Episode 668 - Actionable Crowd Sourced Defenses
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TL;DR: This week's returning guest is the man, the myth, the Alpaca farmer, Philippe Humeau of CrowdSec. Life comes at you fast, threats come at you faster. The …
DtSR Episode 667 - Market Consolidation is Screwing the CISO
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TL;DR: This week's guest is Dr Sam Liles - who's been CISO'ing since most of us have been in the industry. Sam gets it, and he has some perspective on what's goi…
DtSR Episode 665 - From Black Hat 2025 with Exhaustion
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TL;DR: This week's show is a testament to surviving a week of Hacker Summer Camp out in Las Vegas. I have an interview with Ray Canzanese, Jr. (again, because y'…
DtSR Episode 664 - Everything You Wanted to Know About RaffCon
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** Early release, due to Black Hat Conference and RaffCon XVIII.
TL;DR: This episode is all about #RaffCon. Ever wanted to know what the heck it is? Well, Raffael…
DtSR Episode 663 - The CISO and CIO Relationship
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TL;DR: This is one of the most important episodes we've done on this podcast. The CISO and CIO have a complicated, dynamic, and often ugly relationship - but wha…
DtSR Episode 662 - Why Customer Success is Difference Maker
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TL;DR: This week's conversation is all about the Customer Success team featuring Nick Puetz and Steve Dakhe. These guys have significant seat time building, oper…
DtSR Episode 661 - Insights Into the Startup Mindset
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TL;DR: This week we took a sit-down with serial entrepreneur, Will Gragido. Will has been a part of several innovative start-ups, and is now onto his next one. H…
DtSR Episode 660 - Sam Masiello
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TL;DR: Did you miss us? Yes, we're back with Sam Masiello and we're talking about whatever is on his mind. Well ...there's geopolitics and Iranian hackers and fr…
DtSR Episode 659 - LinkedIn Cyber Influencers are Funny
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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, her…
DtSR Episode 658 - What Does It Mean to Secure AI (Part 4)
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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…
DtSR Episode 657 - Cyber-Security Use-Cases for AI (Part 3)
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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…
DtSR Episode 656 - Deeper Down the AI Rabbithole Part 2
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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 …
DtSR Episode 655 - John Dickson Down the AI Rabbithole Part 1
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TL;DR: So - Artificial Intelligence (AI)...incomprehensible good, or catastrophic evil? Both? And what does that depend on? This episode is the start of a series…
DtSR Episode 654 - Can We Teach Machines Discretion?
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TL;DR: This week's episode asks the question - is it possible to give AI "discretion" (which feels like a uniquely human concept)? And if so - what would that lo…
DtSR Episode 653 - Rich Latayan Live and In Person
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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 …
DtSR Episode 652 - RSA Conf 2025 Wrap with Ray Canzanese, Jr.
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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 (g…
DtSR Episode 651 - Meaningfully Addressing the CISO Vendor Relationship
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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 h…