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Live interviews from Oktane 2025: threats, AI in apps, and AI in cybersecurity tools - Brett Winterford, Shiv Ramji, Damon McDougald - ESW #426

Enterprise Security Weekly (Audio)

Release Date: 09/29/2025

Hardware-level zero trust, don't trust AI with your employees, and the news - J Wolfgang Goerlich, Matias Katz - ESW #446

Enterprise Security Weekly (Audio)

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...

Clickfixed, Zero Trust World, and OpenClaw is out of control - but that's the point - Rob Allen - ESW #445

Enterprise Security Weekly (Audio)

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...

Initial entry to resilience: understanding modern attack flows and this week's news - Warwick Webb - ESW #444

Enterprise Security Weekly (Audio)

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...

The future of data control, why detection fails, and the weekly news - Thyaga Vasudevan - ESW #443

Enterprise Security Weekly (Audio)

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...

Making vulnerability management and incident response actually work. Also, the News! - Ryan Fried, Beck Norris, José Toledo - ESW #442

Enterprise Security Weekly (Audio)

Segment 1 with Beck Norris - Making vulnerability management actually work Vulnerability management is often treated as a tooling or patching problem, yet many organizations struggle to reduce real cyber risk despite heavy investment. In this episode, Beck Norris explains why effective vulnerability management starts with governance and risk context, depends on multiple interconnected security disciplines, and ultimately succeeds or fails based on accountability, metrics, and operational maturity. Drawing from the aviation industry—one of the most regulated and safety-critical...

The State of Cybersecurity Hiring, 2026 content plans, and the weekly news - ESW #441

Enterprise Security Weekly (Audio)

First Topic - Podcast Content Plans for 2026 Every year, I like to sit down and consider what the podcast should be focusing on. Not doing so ensures every single episode will be about AI and nobody wants that. Least of all, me. If I have one more all-AI episode, my head is going to explode. With that said, most of what we talk about in this segment is AI (picard face palm.png). I think 2026 will be THE defining year for GenAI. Three years after the release of ChatGPT, I think we've hit peak GenAI hype and folks are ready for it to put up or shut up. We'll see winners grow and get acquired and...

Why are cybersecurity predictions so bad? - ESW #440

Enterprise Security Weekly (Audio)

For our first episode of the new year, we thought it would be appropriate to dig into some cybersecurity predictions. First, we cover the very nature of predictions and why they're often so bad. To understand this, we get into logical fallacies and cognitive biases. In the next segment, we cover some 2025 predictions we found on the Internet. In the final segment, we discuss 2026, drop some of our own predictions, and talk about what we hope to see this year. SPOILER: Please fix session hijacking, okay tech industry? Segment resources: A great site for better understanding Visit for all...

Holiday Chat: Local AI datacenter activism, AI can't substitute good taste, and more - ESW #439

Enterprise Security Weekly (Audio)

For this week's episode of Enterprise Security Weekly, there wasn't a lot of time to prepare. I had to do 5 podcasts in about 8 days leading up to the holiday break, so I decided to just roll with a general chat and see how it went. Also, apologies, for any audio quality issues, as the meal I promised to make for dinner this day required a lot of prep, so I was in the kitchen for the whole episode! For reference, I made the recipe for from Rick Martinez's cookbook, Mi Cocina. I used the wrong peppers (availability issue), so it came out green instead of red, but was VERY delicious. As for the...

Internal threats are the hole in Cybersecurity’s donut - Frank Vukovits - ESW #438

Enterprise Security Weekly (Audio)

Interview with Frank Vukovits: Focusing inward: there lie threats also External threats get discussed more than internal threats. There’s a bit of a streetlight effect here: external threats are more visible, easier to track, and sharing external threat intelligence doesn’t infringe on any individual organization’s privacy. That’s why we hear the industry discuss external threats more, though internally-triggered incidents far outnumber external ones. Internal threats, on the other hand, can get personal. Accidental leaks are embarassing. Malicious insiders are a sensitive topic that...

Illuminating Data Blind Spots, Topic, Enterprise News - Tony Kelly - ESW #437

Enterprise Security Weekly (Audio)

Interview Segment: Tony Kelly Illuminating Data Blind Spots As data sprawls across clouds and collaboration tools, shadow data and fragmented controls have become some of the biggest blind spots in enterprise security. In this segment, we’ll unpack how Data Security Posture Management (DSPM) helps organizations regain visibility and control over their most sensitive assets. Our guest will break down how DSPM differs from adjacent technologies like DLP, CSPM, and DSP, and how it integrates into broader Zero Trust and cloud security strategies. We’ll also explore how compliance and...

More Episodes

How identity security can keep pace with the evolving threat landscape, with Brett Winterford

Today’s threat landscape has never been more complex. Malicious actors are leveraging tools like generative AI to develop more creative social engineering attacks that can have serious ramifications for businesses. Brett Winterford, VP of Okta Threat Intelligence, shares findings from his team’s most recent investigations, as well as recommendations for organizations looking to strengthen their defenses.

Segment Resources

How to navigate app development in the AI era with Shiv Ramji

As AI reshapes how applications are built and consumed, developers and engineering leaders face a new set of challenges: enabling innovation while maintaining security. In this interview, Auth0 President Shiv Ramji will discuss the shifting landscape of application development in the AI era. He’ll discuss the shift toward developing AI agents that are secure by design and standards-first so they can thrive within an interconnected web of applications and systems.

How AI agents are reshaping cybersecurity from the inside out with Damon McDougald

AI is being harnessed to transform cybersecurity operations—from automating routine tasks to closing skills gaps and accelerating incident response. Damon McDougald, Global Security Services Lead at Accenture, shares how agents can cut through alert fatigue and proactively defend against threats at scale. Damon also outlines the identity risks these agents introduce—and what cybersecurity leaders must do now to secure their access and maintain control in an increasingly autonomous environment.

All three segments are sponsored by Oktane by Okta. Visit https://securityweekly.com/oktane to learn more!

Visit https://www.securityweekly.com/esw for all the latest episodes!

Show Notes: https://securityweekly.com/esw-426

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