Down the Security Rabbithole Podcast (DtSR)

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 automated content generation, bots, and con…

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 this one comes with a warning label: I…

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 acronym - ADR. What is it? Why is it? Shou…

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 good news is - defenses can keep up. L…

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 going on with all this market consolidati…

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'all love him) and a bit of my take-awa…

** 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 Marty and I break it down, give you a…

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 what should it be like? How can the two w…

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, operating, and perfecting the CSM role - a…

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. He's a product innovator with a pragmat…

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 frankly we need to talk about what it me…

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 thes…

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 comp…

TL;DR: This week I bring John Dickson back to join Jeff Collins and Raja Mukerji as we talk through the following:

1. What can AI do, for cyber security, that we can't do with current tools?
2. What is the m…

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 sim…

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 wherein we explore the potential good…

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 look like, and how can this help a socie…

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 securit…

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, conve…

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 relationshi…