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Enterprise Security Weekly (Video)

News, analysis, and insights into enterprise security. We put security vendors under the microscope, and explore the latest trends that can help defenders succeed. Hosted by Adrian Sanabria. Co hosts: Katie Teitler-Santullo, Ayman Elsawah, Jason Wood, Jackie McGuire, Sean Metcalf.
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Now displaying: 2026
Feb 16, 2026

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 conversations with this technology, how are they going to shape how we think? What inherent biases in the training, fine tuning, guardrails, or lack of guardrails are going to affect our decisions or how we work?

Wolfgang is concerned about this, so he performed a human/AI experiment. With almost 1000 people partaking in the experiment, the results are sure to be intriguing.

Segment 3: This week's enterprise security news

Finally, in the enterprise security news,

  1. survey results on how folks are feeling about openclaw
  2. some hidden drama discovered in KEV updates
  3. some new KEV tools
  4. is AI replacing traditional code scanning tools?
  5. remote code execution in notepad
  6. no, not notepad++, NOTEPAD.EXE
  7. you know, the one that ships preinstalled on Windows
  8. the RSAC innovation sandbox finalists
  9. dealing with legacy vulnerabilities
  10. Don't accept OpenClaw Mac Minis from strangers!

All that and more, on this episode of Enterprise Security Weekly.

Show Notes: https://securityweekly.com/esw-446

Feb 9, 2026

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 https://securityweekly.com/threatlocker 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 three day event runs from March 4th through the 6th once again in sunny Orlando, Florida.

This year's event is packed with hands-on hacking workshops, competitions, prizes, and keynotes from Marcus Hutchins, and Linus and Luke from Linus Tech Tips. Security Weekly will be there as well, doing live interviews and recording an episode of ESW live!

This segment is sponsored by ThreatLocker's annual Zero Trust World. Visit https://securityweekly.com/ztw to learn more about the conference and register with discount code ZTW26ESW!

News Segment

For this week's enterprise news, we discuss

  1. OpenClaw!
  2. funding!
  3. acquisitions!
  4. testing out AI models’ offensive security capabilities
  5. more openclaw!
  6. the need for more transparency and testing in the vendor space
  7. A photobooth service leaks drunken pictures of wedding parties
  8. The salty snack that helps server uptime

All that and more, on this episode of Enterprise Security Weekly.

Show Notes: https://securityweekly.com/esw-445

Feb 2, 2026

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 threat intelligence, and expert-led response change the equation--turning fragmented signals into clear attack narratives. The conversation concludes with how organizations can move beyond incident response to build resilience, readiness, and continuous improvement through post-attack analysis. Listeners will leave with a clearer understanding of how attacks actually unfold in the real world—and what it takes to move from reactive alert handling to true attack-flow-driven defense.

Segment Resources:

This segment is sponsored by SentinelOne. Visit https://securityweekly.com/sentinelone to learn more about them!

Segments 2 and 3: The Weekly News

In this week's enterprise security news,

  1. we’ve got funding
  2. free tools!
  3. the CISO’s craft
  4. agentic browsers
  5. tech companies are building cyber units?
  6. giving AI agents access to your entire life
  7. lots of dumpster fires in the industry today
  8. Cisco killed Kenna
  9. the state of AI in the SOC
  10. homemade EMP guns! don’t try this at home

All that and more, on this episode of Enterprise Security Weekly.

Show Notes: https://securityweekly.com/esw-444

Jan 26, 2026

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 for safe AI adoption, accurate outcomes, and regulatory compliance. From preventing data leakage to governing how data is used by AI systems, security teams need controls that operate in the moment - across cloud, browser, SaaS, and on-prem environments - without slowing the business.

We’ll also explore how growing data sovereignty and regulatory pressures are driving renewed interest in hybrid architectures. By combining cloud agility with local control, organizations can keep sensitive data protected, governed, and compliant, regardless of where it resides or how AI is applied.

This segment is sponsored by Skyhigh Security. Visit https://securityweekly.com/skyhighsecurity to learn more about them!

Segment 2: Why detection fails

Caleb Sima put together a nice roundup of the issues around detection engineering struggles that I thought worth discussing. Amélie Koran also shared some interesting thoughts and experiences.

Segment 3: Weekly Enterprise News

Finally, in the enterprise security news,

  1. Fundings and acquisitions are going strong
  2. can cyber insurance be profitable?
  3. some new free tools shared by the community
  4. RSAC gets a new CEO
  5. Large-scale enterprise AI initiatives aren’t going well
  6. LLM impacts on exploit development
  7. AI vulnerabilities
  8. global risk reports
  9. floppies are still used daily, but not for long?

All that and more, on this episode of Enterprise Security Weekly.

Show Notes: https://securityweekly.com/esw-443

Jan 19, 2026

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 environments—Beck translates lessons that apply broadly across regulated and large-scale enterprises, including healthcare, financial services, and critical infrastructure.

Segment 2 with Ryan Fried and Jose Toledo - Making incident response actually work

Organizations statistically have decent to excellent spending on cybersecurity: they have what should be sufficient staff and some good tools. When they get hit with an attack, however, the response is often an unorganized, poorly communicated mess! What’s going on here, why does this happen???

Not to worry. Ryan and José join us in this segment to offer some insight into why this happens and how to ensure it never happens again!

Segment Resources:

  • [Mandiant - Best practices for incident response planning]

(https://services.google.com/fh/files/misc/mandiantincidentresponsebestpractices_2025.pdf?linkId=19287933)

Segment 3 - Weekly Enterprise News

Finally, in the enterprise security news,

  1. Almost no funding…
  2. Oops, all acquisitions!
  3. Changes in how the US handles financial crimes and international hacking
  4. Mass scans looking for exposed LLMs
  5. The state of Prompt injection
  6. be careful with Chrome extensions
  7. and home electronics from unknown brands
  8. Is China done with the West?

All that and more, on this episode of Enterprise Security Weekly.

Show Notes: https://securityweekly.com/esw-442

Jan 12, 2026

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 losers pivot to something else. More than anything, I want to interview folks who have actually seen it work at scale, rather than just in a cool demo in a vendor sandbox.

Also on the agenda for this year:

  • The battle against infostealers and session hijacking: we didn't have a good answer in 2025. When is it coming? Will it include Macs, despite them not having a traditional TPM?
  • The state of trust in outsourcing and third party use (Cloud, MSSPs, SaaS, contractors): 2025 was not a good year for third parties. Lots of them got breached and caused their customers a lot of pain. Also, there's the state of balkanization between the US and... the rest of the entire world. Everyone outside the US seems to be trying to derisk their companies and systems from the Cloud Act right now.
  • Vulnerability management market disruption: there are half a dozen startups already plotting to disrupt the market, likely to come out of stealth in 2026
  • Future of the SOC: if it's not AI, what is it?
  • What else???

What am I missing? What would you like to see us discuss? Please drop me a line and let me know: adrian.sanabria@cyberriskalliance.com

Topic 2: The state of cybersecurity hiring

This topic has been in the works for a while! Ayman had a whole podcast and book focused on all the paths people take to get into security. Jackie worked with WiSys on outlining pathways into a cybersecurity career.

Whether you're already in cyber or looking for a way in, this segment crams a lot of great advice into just 15-20 minutes.

Segment resources:

News

Finally, in the enterprise security news,

  1. Fundings and acquisitions still strong in 2026!
  2. Santa might be done delivering gifts, but not protecting Macs!
  3. ClickFix attacks
  4. Weaponized Raspberry Pis
  5. MongoDB incidents for Christmas
  6. Top 10 Cyber attacks of 2025
  7. US gets tough on nation state hackers?
  8. Brute force attacks on Banks
  9. An AI Vending Machine

All that and more, on this episode of Enterprise Security Weekly.

Show Notes: https://securityweekly.com/esw-441

Jan 5, 2026

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:

Show Notes: https://securityweekly.com/esw-440

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