Enterprise Security Weekly (Audio)

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.

Oops, all Interviews: Switching to Cyber, CISO Reflections, and the State of TPCRM - Alexandre Sieira, Lenny Zeltser, Helen Patton - ESW #452 03/30/2026

Oops, all Interviews: Switching to Cyber, CISO Reflections, and the State of TPCRM - Alexandre Sieira, Lenny Zeltser, Helen Patton - ESW #452 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 malware analysis training, Lenny spent 6 years in the CISO seat at Axonius, from near the inception of the company through its growth from its modest Series A stage in 2019 to the present, with nearly a billion in funding today. Lenny's CISO Essays: Interview with Alexandre Sieira: The state of TPCRM is shifting The gold standard for third party cyber risk management has long been the humble questionnaire. While we've seen security rating services companies generate scores by scanning a company's external resources. Both approaches are for either creating trust relationships or determining the true risk of doing business with a third party. Every analysis of this problem comes to the same conclusion: without internal data about the state of systems and the security program, TPCRM can't improve substantially. Most this believe this to be an impossible problem: third parties would never share data this sensitive with a customer and first parties assume the same. What if they did? That's exactly the premise behind Tenchi Security, and Alexandre joins us to talk about how they've accomplished the 'impossible' in Brazil and aim to expand their success to the US. Resources: Thoughts from a panel discussion at a recent FS-ISAC event, Predicts 2026: (Gartner Subscribers only, sorry) Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/40502885

Can AI help critical infrastructure, the state of the cyber market, and weekly news - Mike Privette, Kara Sprague - ESW #451 03/23/2026

Can AI help critical infrastructure, the state of the cyber market, and weekly news - Mike Privette, Kara Sprague - ESW #451 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 market performance, layoffs, and other pertinent market details every week. We particularly enjoy the weekly Vibe Check. In this interview, he joins us for the third year in a row, to discuss the most interesting insights from his annual . Post recording Adrian here: Whooooo, so this conversation was SO good, I decided to punt the news segment in favor of a part 2 with Mike, so enjoy! Also, though I punted the news segment, I did collect these stories and annotated them, so I think there's still some value in leaving them in the show notes. Scroll down for the links and my comments on each of these! Weekly Enterprise News Finally, in the enterprise security news, funding announcements seem to be ramping up before RSA Should security architects be shifting right? How McKinsley’s AI platform got hacked… by AI Amazon is having a bad time with AI lately Europe announces a Google Workspace/Microsoft 365 replacement Robot dogs are apparently guarding datacenters now Some much needed security humor in our squirrel stories before we all fly to San Francisco and lose our minds for a week All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/40563750

AI Governance, new book (Code War) from Allie Mellen, and the weekly news! - Jeremy Snyder, Allie Mellen - ESW #450 03/16/2026

Breaking in with CrashFix, supply chain security, and CMMC phase 1 - David Zendzian, Anna Pham, Jacob Horne - ESW #449 03/09/2026

Breaking in with CrashFix, supply chain security, and CMMC phase 1 - David Zendzian, Anna Pham, Jacob Horne - ESW #449 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 the threats. Upon “running the scan,” the user is presented with a fake “Security issues detected” alert and instructed to manually “fix” the issue by opening the Windows Run dialog, pasting from their clipboard, and pressing Enter. The malicious extension silently copies a PowerShell command to the clipboard, disguised as a legitimate repair command. From there, they execute the malicious command. Segment Resources: BLOG - Interview with David Zendzian Continuous compliance and real security lifecycle management Supply chain attacks are not just on the rise; attackers are learning from the past, making these attacks even more effective and dangerous than before. It was just over a month ago when the Shai-Hulud attack first impacted NPM packages, forcing enterprises around the world into lockdown. While only 187 packages were compromised in that initial incident, it served as a wake-up call for many: an accurate inventory of systems is good, but a clear, real-time Software Bill of Materials (SBOM) for applications is non-negotiable. In this world of manifest based infrastructure and container based applications with (real) "devsecops", the dream of continuous upgrades of OS/Runtime/Stack/App and App Dependencies is very mature and there are solid examples of companies and federal entities managing this at scale without thousands of teams and people. Segment Resources: BLOG - Interview with Jacob Horne CMMC Phase 1 Enforcement — What the November 10 Deadline Means for the Defense Supply Chain With the upcoming CMMC Phase 1 enforcement on November 10, cybersecurity teams across the defense and federal supply chain are facing new compliance requirements that directly affect contract eligibility and data-protection standards. Jacob Horne, Chief Cybersecurity Evangelist at Summit 7, can break down what this milestone means for enterprise security leaders, MSPs/MSSPs, and contractors preparing for audits. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/40346060

OT Security/business resilience, lack of incentives for securing software & the news - Ben Worthy - ESW #448 03/02/2026

OT Security/business resilience, lack of incentives for securing software & the news - Ben Worthy - ESW #448 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 discuss major cases including the Boeing/LockBit ransom demand, the Jaguar Land Rover production shutdown, and the SITA passenger data breach, examining how aviation and other critical infrastructure sectors are separating safety risk from business continuity risk. Ben also breaks down the regulatory changes reshaping the industry, including EASA's October 2025 and February 2026 deadlines that tie cyber assurance directly to safety oversight, and what ENISA's latest numbers reveal about hacktivism and ransomware trends. Whether you're in aviation, nuclear, or any safety-critical sector, this conversation offers practical lessons on building resilience that keeps operations moving while addressing threats in real time. This segment is sponsored by Airbus Protect. Visit to learn more about them! Topic: Where are the business incentives to build secure products and software? "It's the right thing to do," so of course businesses will make their products secure, right? Well, it turns out that breaches and vulnerabilities don't traditionally hurt financial performance all that much. Stocks recover, insurance covers the bulks of the losses, fines are paid, and lawsuits are settled. Most businesses can comfortably absorb the impact, so the threat of reputational harm or financial losses just aren't slowing them down. In the case of Ivanti, where the reputational harm was extreme, the company's companies continue to get hacked as critical vulnerabilities keep getting discovered in their products. In this topic segment, we don't aim to provide solutions to this problem, just the awareness that ethics, doing the right thing, and even signing the Secure by Design pledge don't seem to be enough to change vendor behavior when it comes to securing products. The Weekly Enterprise Security News Finally, in the enterprise security news, RSA Innovation Sandbox hot takes Did AI solve cyber? fundings and acquisitions a free app to warn you about smart glasses deep thoughts about OpenClaw replacing US tech with EU equivalents is hard should you turn off dependabot? accidentally taking over 7000 robot vacuums the director of AI Safety at Meta loses her email somehow should you go back to using a blackberry? All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/40259925

Bringing intelligence to assets, new White House cybersecurity strategy, and the news - Tim Morris - ESW #447 02/23/2026

Hardware-level zero trust, don't trust AI with your employees, and the news - J Wolfgang Goerlich, Matias Katz - ESW #446 02/16/2026

Clickfixed, Zero Trust World, and OpenClaw is out of control - but that's the point - Rob Allen - ESW #445 02/09/2026

Initial entry to resilience: understanding modern attack flows and this week's news - Warwick Webb - ESW #444 02/02/2026

The future of data control, why detection fails, and the weekly news - Thyaga Vasudevan - ESW #443 01/26/2026

The future of data control, why detection fails, and the weekly news - Thyaga Vasudevan - ESW #443 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 to learn more about them! Segment 2: Why detection fails Caleb Sima put together of the issues around detection engineering struggles that I thought worth discussing. Amélie Koran also and experiences. Segment 3: Weekly Enterprise News Finally, in the enterprise security news, Fundings and acquisitions are going strong can cyber insurance be profitable? some new free tools shared by the community RSAC gets a new CEO Large-scale enterprise AI initiatives aren’t going well LLM impacts on exploit development AI vulnerabilities global risk reports floppies are still used daily, but not for long? All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/39857275

Making vulnerability management and incident response actually work. Also, the News! - Ryan Fried, Beck Norris, José Toledo - ESW #442 01/19/2026

Making vulnerability management and incident response actually work. Also, the News! - Ryan Fried, Beck Norris, José Toledo - ESW #442 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] () Segment 3 - Weekly Enterprise News Finally, in the enterprise security news, Almost no funding… Oops, all acquisitions! Changes in how the US handles financial crimes and international hacking Mass scans looking for exposed LLMs The state of Prompt injection be careful with Chrome extensions and home electronics from unknown brands Is China done with the West? All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/39764355

The State of Cybersecurity Hiring, 2026 content plans, and the weekly news - ESW #441 01/12/2026

The State of Cybersecurity Hiring, 2026 content plans, and the weekly news - ESW #441 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 and focused on all the paths people take to get into security. Jackie worked with WiSys on 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: Ayman's for getting into security News Finally, in the enterprise security news, Fundings and acquisitions still strong in 2026! Santa might be done delivering gifts, but not protecting Macs! ClickFix attacks Weaponized Raspberry Pis MongoDB incidents for Christmas Top 10 Cyber attacks of 2025 US gets tough on nation state hackers? Brute force attacks on Banks An AI Vending Machine All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/39679705

Why are cybersecurity predictions so bad? - ESW #440 01/05/2026

Holiday Chat: Local AI datacenter activism, AI can't substitute good taste, and more - ESW #439 12/29/2025

Holiday Chat: Local AI datacenter activism, AI can't substitute good taste, and more - ESW #439 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 episode, we discuss what we've been up to, with Jackie sharing her experiences fighting against Meta (allegedly, through some shell companies) building an AI datacenter in her town. We then get into discussing the limitations of AI, the potential of the AI bubble popping, and general limitations of AI that are becoming obvious. One of the key limitations is AI's inability to apply personal experience, have strong opinions, or any sense of 'taste'. I think I shared my observation that AI is becoming a sort of 'digital junk food'. "NO AI" has become a common phrase used by creators - a source of pride that media consumers seem to be celebrating and seeking out. Segment Resources: Kagi absolutely did NOT sponsor this episode. I have become a big fan of paying for search so that I am not the product. There are other players in this market, but I've settled on . We mention Ira Glass's bit on taste, which is a small bit of a longer talk he did on storytelling. The shorter bit is , and is less than 2 minutes long. The full talk is split into 4 parts and posted on a YouTube channel called "War Photography" for some reason. Part 1: Part 2: Part 3: Part 4: Finally, we also bring up a talk we also discussed on episode 437, Benedict Evans' Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/39446095

Internal threats are the hole in Cybersecurity’s donut - Frank Vukovits - ESW #438 12/22/2025

Internal threats are the hole in Cybersecurity’s donut - Frank Vukovits - ESW #438 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 internal counsel would erase from company memory if they could. Even when disclosure is required, the lawyers are going to minimize the amount of detail that gets out. I was chief incident handler for 5 years of my enterprise career, and never once had to deal with an external threat. I managed dozens of internal cases over those 5 years though. In this interview, we discuss the need for strong internal controls with Frank Vukovits from Delinea. As systems and users inside and outside organizations become increasingly connected, maintaining strong security controls is essential to protect data and systems from both internal and external threats. In this episode, we will explore the importance of strong internal controls around business application security and how they can best be integrated into a broader security program to ensure true enterprise security. This segment is sponsored by Delinea. Visit to learn more about them! Topic Segment: Personal Disaster Recovery Many of us depend on service providers for our personal email, file storage, and photo storage. The line between personal accounts and work accounts often blur, particularly when it comes to Apple devices. We’re way more dependent on our Microsoft, Apple, Meta, and Google accounts than we used to be. They’re necessary to use home voice assistants, to log into other SaaS applications (Log in with Google/Apple/FB), and even manage our wireless plans (e.g. Google Fi). Getting locked out of any of these accounts can bring someone’s personal and/or work life to a halt, and there are many cases of this happening. I’m not sure if we make it past sharing stories about what can and has happened. Getting into solutions might have to be a separate discussion (also, we may not have any solutions…) Friend of the show and sometimes emergency co-host Guillaume recently A romance author got of her books A 79 year old of her iPad with all her family photos. Sadly, this is one of the most common scenarios. Someone either forgets their pin and locks out the device permanently, or a family member dies and didn’t tell anyone their passwords or pins, so the surviving family can’t access data, pay the bills, etc. Google example: Claims of CSAM material after father documents toddler at doctor’s request Dec 2025 Apple example: she tried to redeem a gift card that had been tampered with: Google example: developer lost all his work, because he was working on preventing revenge porn and other sensitive cases, and was building a better model to detect NSFW images: My partner’s mom’s Instagram account got hacked. Meta locked out all of it (Whatsapp, Instagram, Facebook) and she couldn’t get it reinstated. They wouldn’t even let her open a NEW account. Weekly Enterprise News Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/39475825

Illuminating Data Blind Spots, Topic, Enterprise News - Tony Kelly - ESW #437 12/15/2025

Fix your dumb misconfigurations, AI isn't people, and the weekly news - Wendy Nather, Danny Jenkins - ESW #436 12/08/2025

From Misconfigurations to Mission Control: Lessons from InfoSec World 2025 - Marene Allison, Dr. Ron Ross, Ryan Heritage, Patricia Titus, Perry Schumacher, Rob Allen - ESW #435 12/01/2025

From Misconfigurations to Mission Control: Lessons from InfoSec World 2025 - Marene Allison, Dr. Ron Ross, Ryan Heritage, Patricia Titus, Perry Schumacher, Rob Allen - ESW #435 Live from InfoSec World 2025, this episode of Enterprise Security Weekly features six in-depth conversations with leading voices in cybersecurity, exploring the tools, strategies, and leadership approaches driving the future of enterprise defense. From configuration management and AI-generated threats to emerging frameworks and national standards, this special edition captures the most influential conversations from this year’s conference. In this episode: -You Don’t Need a Hacker When You Have Misconfigurations — Rob Allen, Chief Product Officer at ThreatLocker®, discusses how overlooked settings and weak controls continue to be one of the most common causes of breaches. He explains how Defense Against Configurations (DAC) helps organizations identify, map, and remediate configuration risks before attackers can exploit them. -Security Challenges for Mid-Sized Companies — Perry Schumacher, Chief Strategy Officer & Partner at Ridge IT Cyber, explores the evolving security challenges facing mid-sized organizations. He discusses how AI is becoming a competitive advantage, how mobility and third-party reliance complicate defenses, and what steps these organizations can take to improve resilience and efficiency. -The Rise of Security Control Management: Secure by Design, Not by Chance — Marene Allison, former CISO of Johnson & Johnson, introduces Security Control Management (SCM), a new software category that unifies control selection, mapping, validation, and enforcement. She explains how SCM transforms fragmented compliance programs into proactive, embedded defense. -Engineered for Protection: The Rise of Security Control Management — Ryan Heritage, Advisor at Sicura, continues the discussion on SCM, explaining how organizations can operationalize this approach to move from reactive reporting to proactive, data-driven defense. He highlights how automation and integration enable security decisions to be made at “the speed of relevance.” -The AI Threat: Protecting Your Email from AI-Generated Attacks — Patricia Titus, Field CISO at Abnormal Security, explores how cybercriminals are weaponizing generative AI to create sophisticated phishing and social engineering attacks. She shares practical strategies for defending against AI-generated threats and emphasizes why AI-based protections are now essential for modern enterprises. -Igniting Change: A Conversation with Dr. Ron Ross — Dr. Ron Ross, CEO at RONROSSECURE, LLC, shares insights from decades of pioneering work in cybersecurity, including the Risk Management Framework and Systems Security Engineering Guidelines. He discusses how leaders can apply these principles to strengthen resilience, foster innovation, and drive meaningful change across the cybersecurity landscape. Segment Resources ThreatLocker® Defense Against Configurations (DAC): Book a demo to see DAC in action. Visit to learn more! This segment is sponsored by Ridge IT Cyber. Visit to learn more about them! Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/39169665

Aligning teams for effective remediation, Anthropic's latest report, and the news - Ravid Circus - ESW #434 11/24/2025

Year of the (Clandestine) Linux Desktop, topic, and the news - Rob Allen - ESW #433 11/17/2025

OT Security Doesn't Have to be a Struggle, Spotting Red Flags, Enterprise News - Joshua Hay, Todd Peterson - ESW #432 11/10/2025

Transforming Frontline Workflows with Passwordless Access, AI costs, and the News - Joel Burleson-Davis - ESW #431 11/03/2025

Transforming Frontline Workflows with Passwordless Access, AI costs, and the News - Joel Burleson-Davis - ESW #431 Segment 1: Interview with Joel Burleson-Davis Frontline workers can’t afford to be slowed down by manual, repetitive logins, especially in mission-critical industries where both security and productivity are crucial. This segment will explore how inefficient login methods erode productivity, while workarounds like shared credentials increase risk, highlighting why passwordless authentication is emerging as a game-changer for frontline access to shared devices. Joel Burleson-Davis, Chief Technology Officer of Imprivata, will share how organizations can adopt frictionless and secure access management to improve both security and frontline efficiency at scale. Segment Resources: This segment is sponsored by Imprivata. Visit to learn more about them! Topic Segment: The Economics of AI Agents Vendors are finding, after integrating agents into their processes, that agentic AI can get expensive very quickly. Of course, this isn't surprising when your goal is "review all my third party contracts and fill out questionnaires for me" and the pricing is X DOLLARS for 1M TOKENS blah blah context window, max model thinking model blah blah. No one knows what the conversion is from "review my contracts" to millions of tokens, so everyone is left to just test it out and see what the bill is at the end of the month. As we saw with Cloud when adoption started increasing in the early 2010s, we are naturally entering the era of AI cost optimization. In this segment, we'll discuss what that means, how it affects the market, and how it affects the use of AI in cybersecurity. Jackie mentions this story from Wired in the segment: News Segment Finally, in the enterprise security news, we’ve got funding and acquisitions 7 red flags you’re doing cloud wrong security standards for open source projects post mortems of attacks on open source supply chain some analysis on current and historic AWS outages a deep dive some dumpster fires and how much would you pay for a robot that puts away the dishes? All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/38868865

Securing AI Agents with Dave Lewis, Enterprise News, and interviews from Oktane 2025 - Mike Poole, Conor Mulherin, Dave Lewis - ESW #430 10/27/2025

Securing AI Agents with Dave Lewis, Enterprise News, and interviews from Oktane 2025 - Mike Poole, Conor Mulherin, Dave Lewis - ESW #430 Segment 1: Interview with Dave Lewis from 1Password In this week's sponsored interview, we dive into the evolving security landscape around AI agents, where we stand with AI agent adoption. We also touch on topics such as securing credentials in browser workflows and why identity is foundational to AI agent security. This segment is sponsored by 1Password. Visit to learn more! Segment 2: Enterprise News In this week's enterprise security news, one big acquisition, two small fundings not all AI is bad deepfakes are getting crazy good make sure you log what your AI agents do Copilot prompt injection NordVPN tries to pull a jedi mind trick on us failure rate in AI adoption is a feature not a bug? using facial recognition to find Tinder profiles a predictable squirrel story All that and more, on this episode of Enterprise Security Weekly. Segment 3: Two interviews from Oktane 2025 Interview with Connor Mulherin of TechSoup The cybersecurity landscape in the nonprofit sector is evolving quickly, with organizations facing unique challenges due to limited resources, sensitive mission-driven work, and developing policies and training programs. Connor Mulherin, Director and GM of Validation Services at TechSoup, will discuss the industry's need for accessible and collaborative solutions to provide affordable technology leadership and security guidance. It will highlight how nonprofit organizations can build long-term digital resilience and combat these growing challenges. Segment Resources: Interview with Mike Poole, Director of Cyber Security at Werner Enterprises In today's digital landscape, cybersecurity is not just a technical issue—it’s a business imperative. Organizations that prioritize cybersecurity culture see fewer incidents and stronger resilience against evolving threats. But how do you foster a security-first mindset across an organization? This session will explore the critical components of building and maintaining a robust cybersecurity culture, starting with executive leadership buy-in—a fundamental step in securing resources and driving organizational change. We’ll then dive into the power of monthly phishing exercises, which reinforce awareness and preparedness. Attendees will also learn how to develop effective training programs that engage employees at all levels and create lasting behavioral change. Finally, we’ll discuss the role of cybersecurity-themed events, particularly during Cybersecurity Awareness Month, as a powerful tool to capture attention and reinforce key security principles. This segment is sponsored by Oktane by Okta. Visit to learn more about them! Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/38773045

Mitigating attacks against AI-enabled Apps, Replacing the CIA triad, Enterprise News - David Brauchler - ESW #429 10/20/2025

Mitigating attacks against AI-enabled Apps, Replacing the CIA triad, Enterprise News - David Brauchler - ESW #429 Segment 1: David Brauchler on AI attacks and stopping them David Brauchler says AI red teaming has proven that eliminating prompt injection is a lost cause. And many developers inadvertently introduce serious threat vectors into their applications – risks they must later eliminate before they become ingrained across application stacks. NCC Group’s AI security team has surveyed dozens of AI applications, exploited their most common risks, and discovered a set of practical architectural patterns and input validation strategies that completely mitigate natural language injection attacks. David's talk aimed at helping security pros and developers understand how to design/test complex agentic systems and how to model trust flows in agentic environments. He also provided information about what architectural decisions can mitigate prompt injection and other model manipulation risks, even when AI systems are exposed to untrusted sources of data. More about David's Black Hat talk: Video of the talk and accompanying slides: Talk abstract: Slide presentation only: Additional blogs by David about AI security: Analyzing Secure AI Architectures: Analyzing Secure AI Design Principles: Analyzing AI Application Threat Models: Building Security‑First AI Applications: A Best Practices Guide for CISOs: Building Trust by Design for Secure AI Applications: Tips for CISOs: AI and Cyber Security: New Vulnerabilities CISOs Must Address: Segment 2: Should we replace the CIA triad? An made us think - should we consider the CIA triad 'dead' and replace it? We discuss the value and longevity of security frameworks, as well as the author's proposed replacement. Segment 3: The Weekly Enterprise News Finally, in the enterprise security news, Slow week for funding, older companies raising via debt financing A useful AI framework from the Cloud Security Alliance two interesting essays, one of which is wrong Folks are out here blasting unencrypted data to and from Satellites, while anyone can sniff and capture it getting hacked during a job interview LLM poisoning is far easier than previously thought F5 got breached Be careful when patching your Jeep (’s software) All that and more, on this episode of Enterprise Security Weekly. Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/38623250

New book from Dr. Anand Singh, why CISOs buy, and the latest news - Anand Singh - ESW #428 10/13/2025

AI & IAM: Where Security Gets Superhuman (Or Supremely Stuck) - Matt Immler, Heather Ceylan, Alexander Makarov, Nitin Raina, Dor Fledel, Aaron Parecki - ESW #427 10/06/2025

AI & IAM: Where Security Gets Superhuman (Or Supremely Stuck) - Matt Immler, Heather Ceylan, Alexander Makarov, Nitin Raina, Dor Fledel, Aaron Parecki - ESW #427 At Oktane 2025, leaders from across the security ecosystem shared how identity has become the new front line in protecting today’s AI-driven enterprises. As SaaS adoption accelerates and AI agents proliferate, organizations face an explosion of human and non-human identities—and with it, growing risks like misconfigured access, orphaned accounts, and identity-based attacks. In this special Enterprise Security Weekly episode, we bring together insights from top experts: Dor Fledel (Okta) explains how teams can gain visibility into AI agents, uncover risks, and enforce appropriate access controls. Alexander Makarov (Adyen) shares how a global fintech unified and streamlined identity with Okta, improving both security and employee experience across 200+ countries. Aaron Parecki (Okta) highlights the importance of open standards—like IPSIE, MCP, and A2A—for building secure, interoperable AI ecosystems and centralized control over AI-driven interactions. Heather Ceylan (Box) discusses how Box embeds AI into workflows to enhance data protection, even for highly regulated industries. Matt Immler (Okta) offers lessons from the field on strengthening defenses with behavioral monitoring, automation, and a security-first culture to counter attackers who now “log in” instead of hacking in. Nitin Raina (Thoughtworks) warns about AI-driven social engineering—from deepfakes to multi-channel phishing—and shares practical strategies like phishing-resistant MFA, zero-trust architecture, and better employee training. From open standards to privileged access management and AI-powered defense, these Oktane 2025 conversations explore how identity-driven strategies are shaping the future of enterprise security. Segment Resources: This segment is sponsored by Oktane by Okta. Visit to learn more about them! Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/38459675

Live interviews from Oktane 2025: threats, AI in apps, and AI in cybersecurity tools - Brett Winterford, Shiv Ramji, Damon McDougald - ESW #426 09/29/2025

Disruption is Coming for the Vulnerability Management Market - Tod Beardsley - ESW #425 09/22/2025

Forrester's AEGIS Framework, the weekly news, and interviews with Fortra and Island - Jeff Pollard, Rohit Dhamankar, Michael Leland - ESW #424 09/15/2025

Forrester's AEGIS Framework, the weekly news, and interviews with Fortra and Island - Jeff Pollard, Rohit Dhamankar, Michael Leland - ESW #424 Segment 1 - Interview with Jeff Pollard For this episode’s interview, we’re talking to Forrester analyst Jeff Pollard. I’m pulling this segment’s description directly from the report’s executive summary, which I think says it best: As AI agents and agentic AI are introduced to the enterprise, they present new challenges for CISOs. Traditional cybersecurity architectures were designed for organizations built around people. Agentic AI destroys that notion. In the near future, organizations will build for goal-oriented, ephemeral, scalable, dynamic agents where unpredictable emergent behaviors are incentivized to accomplish objectives. This change won’t be as simple or as straightforward as mobile and cloud — and that’s bad news for security leaders who in some cases still find themselves challenged by cloud security. Segment 2 - Weekly News Then, in the enterprise security news, there’s funding and acquisitions, but we’re not going to talk about them AI’s gonna call the cops on you and everyone’s losing money on it and Anthropic agreed to pay for all the copyright infringement they did when training models and got sued for recording millions of conversations without consent Burger King got embarrassed and their lawyers didn’t like it NPM package mayhem certificate authority hijinks AI darwin awards All that and more, on this episode of Enterprise Security Weekly. Segment 3 - Executive Interviews from Black Hat 2025 Interview with Rohit Dhamankar from Fortra Live from Black Hat 2025 in Las Vegas, Matt Alderman sits down with Rohit Dhamankar, VP of Product Strategy at Fortra, to dive deep into the evolving world of offensive security. From red teaming and pen testing to the rise of AI-powered threat simulation and continuous penetration testing, this conversation is a must-watch for CISOs, security architects, and compliance pros navigating today's dynamic threat landscape. Learn why regulatory bodies worldwide are now embedding offensive security requirements into frameworks like PCI DSS 4.0, and how organizations can adopt scalable strategies—even with limited red team resources. Rohit breaks down the nuances of purple teaming, AI-assisted red teaming, and the role of BAS platforms in enhancing defense postures. Whether you’re building in-house capabilities or leveraging external partners, this interview reveals key insights on security maturity, strategic outsourcing, and the future of cyber offense and defense convergence. This segment is sponsored by Fortra. Visit to learn more! Interview with Michael Leland from Island At BlackHat 2025 in Las Vegas, Matt Alderman sits down with Michael Leland, VP Field CTO at Island, to tackle one of cybersecurity’s most urgent realities: compromised credentials aren’t a possibility — they’re a guarantee. From deepfakes to phishing and malicious browser plug-ins, attackers aren’t “breaking in” anymore… they’re logging in. Michael reveals how organizations can protect stolen credentials from being used, why the browser is now the second weakest link in enterprise security, and how Island’s enterprise browser can enforce multi-factor authentication at critical moments, block unsanctioned logins in real time, and control risky extensions with live risk scoring of 230,000+ Chrome plug-ins. Key takeaways: Why credential compromise is inevitable — and how to stop credential use How presentation layer DLP prevents data leaks inside and outside apps Real-time blocking of phishing logins and unsanctioned SaaS access Plug-in risk scoring, version pinning, and selective extension control Enabling BYOD securely — even after a catastrophic laptop loss Why many users never go back to Chrome, Edge, or Safari after switching Segment Resources: This segment is sponsored by Island. Visit to learn more! Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/38203430

Ransomware, Agentic AI, and Supply Chain Risks: Insights from Black Hat 2025 - HD Moore, Jason Passwaters, J.J. Guy, Theresa Lanowitz, Mickey Bresman, Yuval Wollman, Jawahar “Jawa” Sivasankaran - ESW #423 Doug White sits down with Theresa Lanowitz, Chief Evangelist at LevelBlue, for a powerful and timely conversation about one of cybersecurity’s most pressing threats: the software supply chain. Theresa shares fresh insights from LevelBlue’s global research involving 1,500 cybersecurity professionals across 16 countries. Together, they unpack the real-world risks of software acquisition in the API economy, the explosive growth of AI-generated code, and the rise of “vibe coding”—and how these trends are silently expanding the attack surface for organizations everywhere. Visit to download the Data Accelerator: Software Supply Chain and Cybersecurity as well as all of LevelBlue's research. In this interview, Yuval Wollman, President of CyberProof, unpacks how AI agents are not only expanding the attack surface—but reshaping the entire cyber threat landscape. Discover how ransomware-as-a-service platforms like Funksec and Dragonforce are operating with enterprise-level precision. Learn about the role of agentic AI, geopolitical cyber warfare, and why today's hackers offer better customer support than airlines. This segment is sponsored by CyberProof. Visit to learn more about them! Doug White and Mickey Bresman, CEO of Semperis, dive deep into a conversation on the evolution of ransomware and the alarming rise of cyber extortion tactics. From the early days of encryption-only attacks to today's ransomware-as-a-service operations and hybrid threats blending digital and physical intimidation, this interview unpacks the growing sophistication of organized cybercrime. Mickey shares firsthand insights from Semperis’ recent ransomware report, including a chilling real-world example where a photo of a child was used to threaten an IT professional — illustrating how far threat actors are willing to go. This segment is sponsored by Semperis. Visit to download the 2025 Global Ransomware Report! Matt Alderman sits down with J.J. Guy, CEO & Co-Founder of Sevco Security, to unpack a 20-year industry failure finally being addressed: the disconnect between asset inventory, vulnerability visibility, and true cyber risk understanding. From the roots of CASM (Cyber Asset Attack Surface Management) to the convergence with CTE (Continuous Threat Exposure), JJ shares how Sevco is tackling today's fragmented environments — spanning cloud, on-prem, mobile, and containers — with a data-first approach. Would you like to see the Sevco platform in action? You can take a self-guided tour at Doug White sits down with Intel 471 CEO Jason Passwaters for an eye-opening conversation on how cybercrime has evolved into a professional, profit-driven ecosystem. From ransomware-as-a-service to agentic AI, this interview pulls back the curtain on the real-world intel enterprises need to defend against today’s most dangerous digital threats. Jason shares how threat actors are using business models that rival legitimate startups — complete with support teams and customer service — while enterprise security teams face shrinking budgets and expanding attack surfaces. This segment is sponsored by Intel471. Visit to learn more about them! CyberRisk TV sits down with HD Moore, CEO & Co-Founder of runZero, for a conversation on why vulnerability management is still failing enterprises — and what needs to change now. This interview dives deep into the real-world challenges facing security teams today: tool overload, missing assets, unauthenticated exposures, and the illusion of visibility. HD reveals how attackers are exploiting blind spots faster than defenders can react — and why unauthenticated discovery is the secret weapon defenders need. Try runZero free! Get started at Jackie McGuire sits down with Jawahar Sivasankaran, President at Cyware, for an unmissable deep dive into the future of Cyber Threat Intelligence (CTI), agentic AI, and open-source security innovation. With nearly three decades of experience spanning hands-on engineering, go-to-market leadership, and cutting-edge product strategy, Jawahar shares insider insights on how CTI is evolving from fragmented alerts to unified, automated threat intelligence platforms. To explore Cyware’s new Intelligence Suite, CTI automation capabilities, and open-source AI integration protocol, visit . Visit for all the latest episodes! Show Notes: /episode/index/show/eswaudio/id/38105560

Enterprise Security Weekly (Audio)

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