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Down the Security Rabbithole Podcast (DtSR): Daily Summaries Delivered
by BackpackingLight.com
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.
Latest Episodes
The most recent episodes — sign up to get AI-powered summaries of each one.
- 1 weeks ago31 min
DtSR Episode 729 - Xavier Ashe 1 A.M. at Sprint: The Night Yahoo Went Down
TL;DR: Xavier Ashe was there when that first DDoS attack by MafiaBoy went down. He's got stories, and we're going to tell them. Recorded live at BSides Atlanta in 2026. Guest Xavier AsheDescription: A DDoS attack used to be something you could “just block” once you saw the source. Then defenders learned the hard way that thousands of small senders can knock over a giant, and the playbook changed for good. From the stage at B-Sides Atlanta at Georgia Tech, we sit down with security veteran Xav...
- 2 weeks ago32 min
DtSR Episode 728 - Wes Widner - Unlocking Open-Weight Models
TL;DR: This week's pod is a conversation about AI and "Open-Weight Models", and if you aren't intimately familiar with what these are this is an episode for you. Wes has a lot of insight, and this is a discussion rather than an info dump. Guest: Wes WidnerDescription The most disruptive AI feature might not be a new chatbot trick; it might be the ability to download the model and run it yourself. Recorded live at B-Sides Atlanta 2026, we sit down with Wes Widner, senior principal engine...
- 3 weeks ago29 min
DtSR Episode 727 - When AI Supports Pentesting
TL;DR: Phile has been penetration testing for a long time. The difference now is that he's having a much easier time with it thanks to AI. It's an interesting world, and he's here to explain the offensive side of it. Guest: Phil Brass Description Zero-days are not a once-in-a-career event anymore. From B-Sides Atlanta, we sit down with veteran penetration tester Phil Brass to unpack what happens when large language models make vulnerability research dramatically faster and cheaper, not j...
- 4 weeks ago27 min
DtSR Episode 726 - Three Dollars To Hack Your Stack
TL;DR: Mehul joins Rafal live from BSides Atlanta to talk about how AI is changing how vulnerabilities are found and exploited at scale and cost. It's an interesting conversation about how much it costs to break into an organization's software stack. Video: https://youtu.be/kGajA9ipsp4 Guest Mehul RevankarDescription A disclosed vulnerability no longer needs weeks of hacker effort. When exploitation becomes an automated, agentic workflow measured in minutes and dollars of compute, the way we ...
- Sep 29, 202644 min
DtSR Episode 725 - The Importance of Communicating Value
TL;DR: This episode is all about an essential skill few of us have mastered. How do you communicate value? What is it? And how do you make sure you're evaluating value in a way that makes sense to the person you're talking to? This is something that's essential to your career, your business, and your life, and Michael is a master of this art. Don't miss this one. Guest: Michael SantarcangeloDescription Most cybersecurity pros know the feeling: you ship real work, you reduce real ri...
- Sep 22, 202638 min
DtSR Episode 724 - Unpacking the AI Hysteria
TL;DR: This week's podcast features Rafal & Anton discussing the hype and hysteria that surrounds today's AI headlines. Which side is right, which side is propaganda, and what's real? Listen and find out. Guest Anton ChuvakinDescription AI panic has officially gone mainstream, and we’re feeling it from every direction: “AI will kill us” on one end and “AI is useless hype” on the other. Rafal brings in Anton Chuvakin to filter the noise and ask a simpler question: what’s actually true...
- Sep 15, 202639 min
DtSR Episode 723 - Richard Bird Security is Built Wrong
TL;DR: This week's guest is Richard Bird, who has a new book coming out. He says, "Cybersecurity measures activity while its adversaries measure opportunity," and thirty years of spending has been priced against the wrong scoreboard. Great start, and you know it's going to get a little punchy. Guest: Richard BirdDescription Cybersecurity spending has exploded for 30 years, and the scoreboard still looks brutal. We sit down with Richard to talk about his new book, “Built Wrong: Why Cybers...
- Sep 9, 202648 min
DtSR Episode 722 - Vulnerability Math Ain't Mathing
TL;DR: Robert "RSnake" Hansen & Jeremiah Grossman join the pod to talk about the "Vuln-pocalypse", or rather, the lack thereof. We do some math, discuss whether it's worth patching vulnerabilities attackers don't exploit, and discuss a potential alternative to the madness of vuln management and patching we're all living with today. Guests Robert "RSnake" HansenJeremiah GrossmanDescription The “vulnerability apocalypse” makes great headlines, but our day-to-day reality is stranger: more sc...
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About 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.
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