Fix your dumb misconfigurations, AI isn't people, and the weekly news - Wendy Nather, Danny Jenkins - ESW #436
Enterprise Security Weekly (Audio)
Release Date: 12/08/2025
Enterprise Security Weekly (Audio)
Interview with Helen Patton about her new book, Switching to Cyber Helen joins us to discuss her second book, "Switching to Cyber." Her first book discussed strategies for handling various stages of the cybersecurity career, while this one, co-written with Josiah Dykstra, provides a guide for switching to cyber mid-career. Check out her book, Switching to Cyber: The Mid-Career Guide to Launching a Cybersecurity Career: and on the publisher's Interview with Lenny Zeltzer: Reflections on Being a CISO After a cybersecurity career in various roles, doing everything from product management to...
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Interview with Kara Sprague - The AI Fix for Infrastructure’s Oldest Security Risks. Critical infrastructure, often built on decades-old systems and legacy code, remains vulnerable to cyberattacks. From pipelines and energy grids to transportation networks, we break down where critical infrastructure is vulnerable and how AI could potentially help strengthen defenses. Interview with Mike Privette - The State of the Cybersecurity Market Here at ESW, we use Mike Privette's Security, Funded newsletter to prepare for every news segment. His covers the latest fundings, acquisitions, public...
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Interview with Jeremy Snyder from FireTail about AI Governance Death by a thousand cuts: the AI shadow IT problem I think the best description of the AI governance problem during this interview was the title of the award-winning movie, Everything, Everywhere, All At Once. Generative AI has been disrupting businesses, products, and vendor risk management for a few years now. FireTail is one of the companies trying to address this problem for enterprises, so we check in with Jeremy Snyder to see how things are going. Segment 1 Resources: Interview with Allie Mellen about her new book, Code...
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Interview with Anna Pham Breaking in with ClickFix: Anatomy of a modern endpoint attack Cybersecurity company Huntress just published a report on a new ClickFix variant they’ve discovered, which they’ve dubbed CrashFix. This technique was developed by KongTuke to serve as the primary lure within a new custom malicious browser extension also created by the group. In short, the team observed the threat actors using KongTuke’s malicious browser extension to display a fake security warning, claiming the browser had “stopped abnormally” and prompting users to run a “scan” to remediate...
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Interview - Ben Worthy from Airbus Protect The current state of OT security and business resilience In this episode of Enterprise Security Weekly, we sit down with Ben Worthy, OT Security Specialist at Airbus Protect, to explore the evolving landscape of business resilience in safety-critical sectors. With over 25 years of experience across aerospace, nuclear, water, oil & gas, and other industries, Ben shares insights on how organizations are adapting to the surge in disruptive cyberattacks—from ransomware targeting operational technology to GPS spoofing and supply chain incidents. We...
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Segment 1 - Interview with Tim Morris Bringing intelligence to assets You’ve been through 6 CMDB projects in the last decade. None of them came close to the original goals, the CMDB was already out-of-date long before the project had any hopes of completing. Is building an asset inventory just too ambitious a project for most organizations, or is there a better way? Tim Morris shares a different approach with us today. It might require some convincing and some courage, but it seems much more likely to succeed than any of your past CMDB efforts… Segment Resources This segment is...
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Segment 1: Interview with Mathias Katz What if you had enterprise-grade network security protections traveling with your users' laptops? What if it could be built into the laptop, but still stay safe even if the laptop OS and firmware were entirely compromised? Mathias and his company, Byos have built such a thing, and BOY do we have some questions for him. Segment 2: Interview with Wolfgang Goerlich Addressing the nuanced, nefarious threats of AI Sure, we need to worry about AI prompt injection and AI data leakage, but what about the threats to our BRAINS? Seriously, as we start to have daily...
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Interview Segment - Rob Allen - Clickfix "Clickfix" attacks aren't new, but they're certainly more common these days. Rob Allen joins us to help us understand what they are, why they work on your employees, and how to stop them! We tie it into infostealers and ransomware actors. Plenty of practical recommendations for how to spot and prevent these attacks in your environment, don't miss it! This segment is sponsored by ThreatLocker. Visit to learn more about them! Interview Segment - Rob Allen - Zero Trust World Threatlocker's 6th annual Zero Trust World event is happening next month! This...
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Segment 1: Interview with Warwick Webb From Initial Entry to Resilience: Understanding Modern Attack Flows Modern cyberattacks don’t unfold as isolated alerts--they move as coordinated attack flows that exploit gaps between tools, teams, and time. In this episode, Warwick Webb, Vice President of Managed Detection and Response at SentinelOne, breaks down how today’s breaches often begin invisibly, progress undetected through siloed security stacks, and accelerate faster than human response alone can handle. He’ll discuss how unified platforms, machine-speed detection powered by global...
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Segment 1: Interview with Thyaga Vasudevan Hybrid by Design: Zero Trust, AI, and the Future of Data Control AI is reshaping how work gets done, accelerating decision-making and introducing new ways for data to be created, accessed, and shared. As a result, organizations must evolve Zero Trust beyond an access-only model into an inline data governance approach that continuously protects sensitive information wherever it moves. Securing access alone is no longer enough in an AI-driven world. In this episode, we’ll unpack why real-time visibility and control over data usage are now essential...
info_outlineInterview with Danny Jenkins: How badly configured are your endpoints?
Misconfigurations are one of the most overlooked areas in terms of security program quick wins. Everyone freaks out about vulnerabilities, patching, and exploits.
Meanwhile, security tools are misconfigured. Thousands of unused software packages increase remediation effort and attack surface. The most basic misconfigurations lead to breaches. Threatlocker spotted this opportunity and have extended their agent-based product to increase attention on these common issues.
This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlocker to learn more!
Interview with Wendy Nather: Recalibrating how we think about AI
AI and the case for toxic anthropomorphism. When Wendy coined this phrase on Mastodon a few weeks ago, I knew that she had hit on something important and that we needed to discuss it on this podcast.
We were lucky to find some time for Wendy to come on the show!
Quick note: while this was not a sponsored segment, 1Password IS currently a sponsor of this podcast. That doesn’t really change the conversation any, except that I have to be nice to Wendy. But why would anyone ever be mean to Wendy???
Weekly Enterprise News
Finally, in the enterprise security news,
- Dozens of funding rounds over the past two weeks
- Windows is becoming an Agentic OS? We talk about what that actually means.
- Some great free tools
- the latest cyber insurance trends
- we analyze some recent breaches
- the stop hacklore campaign
- some essays worth reading
- and a how a whole country dropped off the internet, because someone forgot to pay a GoDaddy invoice
All that and more, on this episode of Enterprise Security Weekly.
Visit https://www.securityweekly.com/esw for all the latest episodes!
Show Notes: https://securityweekly.com/esw-436