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 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: Ayman's personal guide for getting into security https://www.wicys.org/wp-content/uploads/2025/10/WiCyS-Pathways-in-Cyber-PDF-9.24.25.pdf 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 https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-441

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 logical fallacies and cognitive biases Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-440

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 morisqueta michoacana 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 Kagi. 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 here, 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: https://youtu.be/5pFI9UuC_fc Part 2: https://youtu.be/dx2cI-2FJRs Part 3: https://youtu.be/X2wLP0izeJE Part 4: https://youtu.be/sp8pwkgR8 Finally, we also bring up a talk we also discussed on episode 437, Benedict Evans' AI Eats the World Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-439

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 https://securityweekly.com/delinea 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 posted about this recently A romance author got locked out of her books A 79 year old got locked out 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 https://www.theguardian.com/technology/2022/aug/22/google-csam-account-blocked Dec 2025 Apple example: she tried to redeem a gift card that had been tampered with: https://hey.paris/posts/appleid/ 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: https://medium.com/@russoatlarge_93541/i-built-a-privacy-app-google-banned-me-over-a-dataset-used-in-ai-research-66bc0dfb2310 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 https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-438

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 regulatory pressures are shaping the next evolution of the DSPM market—and what security leaders should be doing now to prepare. Segment Resources: https://static.fortra.com/corporate/pdfs/brochure/fta-corp-fortra-dspm-br.pdf This segment is sponsored by Fortra. Visit https://securityweekly.com/fortra to learn more about them! Topic Segment: We've got passkeys, now what? Over this year on this podcast, we've talked a lot about infostealers. Passkeys are a clear solution to implementing phishing and theft-resistant authentication, but what about all these infostealers stealing OAuth keys and refresh tokens? As long as session hijacking is as simple as moving a cookie from one machine to another, securing authentication seems like solving only half the problem. Locking the front door, but leaving a side door unlocked. After doing some research, it appears that there has been some work on this front, including a few standards that have been introduced: DBSC (Device Bound Session Credentials) for browsers DPoP (Demonstrating Proof of Possession) for OAuth applications We'll address a few key questions in this segment: 1. how do these new standards help stop token theft? 2. how broadly have they been adopted? Segment Resources: FIDO Alliance White Paper: DBSC/DPOP as Complementary Technologies to FIDO Authentication News Segment Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-437

Interview 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

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): https://www.threatlocker.com/platform/defense-against-configurations Book a demo to see DAC in action. Visit https://securityweekly.com/threatlockerisw to learn more! This segment is sponsored by Ridge IT Cyber. Visit https://securityweekly.com/ridgeisw to learn more about them! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-435

Interview with Ravid Circus Ravid will discuss why security and engineering misalignment is the biggest barrier to fast, effective remediation, using data from Seemplicity's 2025 Remediation Operations Report. This is costing some teams days of unnecessary exposure, which can lead to major security implications for organizations. Segment Resources: https://seemplicity.io/papers/the-2025-remediation-operations-report/ https://seemplicity.io/news/seemplicity-releases-2025-remediation-operations-report-91-of-organizations-experience-delays-in-vulnerability-remediation/ https://seemplicity.io/blog/2025-remediation-operations-report-organizations-still-struggle/ Topic Segment: Thoughts on Anthropic's latest security report Ex-SC Media journalist Derek Johnson did a great job writing this one up over at Cyberscoop: China's 'autonomous' AI-powered hacking campaign still required a ton of human work There are a number of interesting questions that have been raised here. Some want more technical details and question the report's conclusions. How automated was it, really? I found it odd that Anthropic's CEO was on 60 minutes the same week, talking about how dangerous AI is (which is his company's primary and only product). I think one of the more interesting things to discuss is how Anthropic has based its identity and brand on AI safety. While so many other SaaS companies appear to be doing the bare minimum to stop attacks against their customers, Anthropic is putting significant resources into testing for future threats and discovering active attacks. News Segment Finally, in the enterprise security news, vendor layoffs have started again the sins of security vendor research the pillars of the Internet are burning selling out to North Korea isn't worth what they're paying you ransom payments, in 24 easy installments? a breach handled the right way we probably shouldn't be putting LLMs into kids toys ordering coffee from the terminal 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-434

Segment 1: Interview with Rob Allen It's the Year of the (Clandestine) Linux Desktop! As if EDR evasions weren't enough, attackers are now employing yet another method to hide their presence on enterprise systems: deploying tiny Linux VMs. Attackers are using Hyper-V and/or WSL to deploy tiny (120MB disk space and 256MB memory) Linux VMs to host a custom reverse shell and reverse proxy. In this segment, we'll discuss strategies and mitigations to battle this novel technique with Rob Allen from Threatlocker. Segment Resources: Pro-Russian Hackers Use Linux VMs to Hide in Windows Russian Hackers Abuse Hyper-V to Hide Malware in Linux VMs Qilin ransomware abuses WSL to run Linux encryptors in Windows This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlocker to learn more about them! Segment 2: Topic - Threat Modeling Humanoid Robots We're entering the age of human-shaped robots, so it seems like a good time to talk about the fact that they ALREADY HAVE CVEs assigned to them. I guess this isn't a terrible thing - John Connor might have had an easier time if he could simply hack the terminators from a distance... Resources https://www.unitree.com/H2 (watch the video!) China's humanoid robots get factory jobs as UBTech's model scores US$112 million in orders The big reveal: Xpeng founder unzips humanoid robot to prove it's not human Exploit Allows for Takeover of Fleets of Unitree Robots - Security researchers find a wormable vulnerability 100-page Paper: The Cybersecurity of a Humanoid Robot 5-page Paper: Cybersecurity AI: Humanoid Robots as Attack Vectors Amazingly, $300 smart vacuums have some of the same exact vulnerabilities and backdoors built into them as the $16,000 humanoid robots! The Day My Smart Vacuum Turned Against Me Segment 3: Weekly News Finally, in the enterprise security news, A $435M venture round A $75M seed round a few acquisitions the producer of the movie Half Baked bought a spyware company AI isn't going well, or is it? maybe we just need to adopt it more slowly and deliberately? ad-blockers are enterprise best practices firewalls and VPNs are security risks, according to insurance claims could you power an entire house with disposable vapes? 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-433

Segment 1: OT Security Doesn't Have to be a Struggle OT/ICS/SCADA systems are often off limits to cybersecurity folks, and exempt from many controls. Attackers don't care how fragile these systems are, however. For attackers aiming to disrupt operations, fragile but critical systems fit criminals' plans nicely. In this interview, we discuss the challenge of securing OT systems with Todd Peterson and Joshua Hay from Junto Security. This segment is sponsored by Junto Security. Visit https://securityweekly.com/junto to learn more! Segment 2: Topic - Spotting Red Flags in Online Posts This week's topic segment is all about tuning your 'spidey sense' to spot myths and misconceptions online so we can avoid amplifying AI slop, scams, and other forms of Internet bunk. It was inspired by this LinkedIn post, but we've got a cybersecurity story in the news that we could have easily used for this as well (the report from MIT). Segment 3: Weekly Enterprise News Finally, in the enterprise security news, Some interesting fundings Some more interesting acquisitions a new AI-related term has been coined: cyberslop the latest insights from cyber insurance claims The AI security market isn't nearly as big as it might seem cybercriminals are targeting trucking and logistics to steal goods Sorry dads, science says the smarts come from mom 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-432

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: Putting Complex Passwords to Work For You This segment is sponsored by Imprivata. Visit https://securityweekly.com/imprivata 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: https://www.wired.com/story/ai-bubble-will-burst/ 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 https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-431

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. 1Password Addresses a Critical AI Browser Agent Security Gap 1Password Now Available in Comet - the AI Browser by Perplexity This segment is sponsored by 1Password. Visit https://securityweekly.com/1password 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: www.techsoup.org Tech Impact Launch CTO Program For Small NPOs Virtual Chief Technology Officer Program for the Nonprofit Sector 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 https://securityweekly.com/oktane to learn more about them! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-430

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: https://www.nccgroup.com/research-blog/when-guardrails-arent-enough-reinventing-agentic-ai-security-with-architectural-controls/ Talk abstract: https://www.blackhat.com/us-25/briefings/schedule/#when-guardrails-arent-enough-reinventing-agentic-ai-security-with-architectural-controls-46112 Slide presentation only: https://i.blackhat.com/BH-USA-25/Presentations/USA-25-Brauchler-When-Guardrails-Arent-Enough.pdf Additional blogs by David about AI security: Analyzing Secure AI Architectures: https://www.nccgroup.com/research-blog/analyzing-secure-ai-architectures/ Analyzing Secure AI Design Principles: https://www.nccgroup.com/research-blog/analyzing-secure-ai-design-principles/ Analyzing AI Application Threat Models: https://www.nccgroup.com/research-blog/analyzing-ai-application-threat-models/ Building Security‑First AI Applications: A Best Practices Guide for CISOs: https://www.nccgroup.com/building-security-first-ai-applications-a-best-practices-guide-for-cisos/ Building Trust by Design for Secure AI Applications: Tips for CISOs: https://www.nccgroup.com/building-trust-by-design-for-secure-ai-applications-tips-for-cisos/ AI and Cyber Security: New Vulnerabilities CISOs Must Address: https://www.nccgroup.com/ai-and-cyber-security-new-vulnerabilities-cisos-must-address/ Segment 2: Should we replace the CIA triad? An op-ed on CSO Online 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 https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-429

Segment 1 - Interview with Dr. Anand Singh We're always thrilled to have authors join us to discuss their new book releases, and this week, it is Dr. Anand Singh. He seriously hustled to get his new book, Data Security in the Age of AI, out as soon as possible so that it could help folks dealing with securing AI rollouts right now! We'll discuss why he wrote it, how he got it done so quickly, and who needs to read it. Segment Resources: Get the book on Amazon: Data Security in the Age of AI (available in Kindle and print) Segment 2 - Topic: The reasons why CISOs buy (and the things that don't matter to them) Val Tsanev, founder of ExecWeb, part of the CyberRisk Alliance family, posted shared some VERY spicy insights about how CISOs buy products. This elicited some passionate responses. There are many interesting insights, but the biggest and most interesting is that 76% of CISOs choose products that presents the least risk to them, personally. Career safety trumps product performance, it would seem. Segment 3 - News In the enterprise security news, Shifting Zero Cyber insurance, unlike cyber crime, doesn't pay New AI security categories are popping up to serve Agentic and MCP servers how tech companies measure AI impact first malicious MCP server in the wild is your computer mouse listening to you? The Korean government did not follow the backup rule of three Think you've seen the absolute worst idea for a mobile app? Wait until you hear about Neon. We have no less than three squirrel stories involving bullets, lasers, and greasy snacks 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-428

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: https://www.okta.com/newsroom/articles/old-security-challenges--new-ai-risks--managing-authorization-in https://www.okta.com/newsroom/press-releases/okta-introduces-cross-app-access-to-help-secure-ai-agents-in-the/ https://www.okta.com/blog/ai/securing-the-ai-agent-ecosystem/ https://www.okta.com/customers/adyen/ https://www.okta.com/newsroom/?sort=featured&filters=okta%3Acategories%2Fidentity-security https://www.okta.com/customers/thoughtworks/ This segment is sponsored by Oktane by Okta. Visit https://securityweekly.com/oktane to learn more about them! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-427

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 https://www.okta.com/newsroom/articles/okta-threat-intelligence-exposes-genai-s-role-in-dprk-it-scams/ https://www.okta.com/newsroom/articles/okta-observes-v0-ai-tool-used-to-build-phishing-sites/ https://sec.okta.com/articles/uncloakingvoidproxy/ 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

Interview with Tod Beardsley This interview is sponsored by runZero. Legacy vulnerability management (VM) hasn't innovated alongside of attackers, and it shows. Let's talk about the state of VM. Check out https://securityweekly.com/runzero to learn more! Topic Segment: NPM Incidents In this week's topic segment, we're discussing all the NPM supply chain attacks from the past 3 weeks. I recently published a roundup of these incidents over on my Substack. Weekly Enterprise News Finally, in the enterprise security news, funding and acquisitions are going crazy an exciting new canarytoken banks have a more sedate approach to agentic MCP security the future Subprime Code crash of 2028 is security worried about the wrong risks? botnets are back in the headlines some bs research journalists getting duped by AI Animal crossing villagers are organizing against Tom Nook 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-425

Segment 1 - Interview with Jeff Pollard Introducing Forrester's AEGIS Framework: Agentic AI Enterprise Guardrails For Information Security 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 Otter.ai 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 https://securityweekly.com/fortrabh 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: https://www.island.io/blog/how-the-enterprise-browser-neutralizes-the-risks-of-compromised-credentials This segment is sponsored by Island. Visit https://securityweekly.com/islandbh to learn more! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-424

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 https://securityweekly.com/levelbluebh 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 https://securityweekly.com/cyberproofbh 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 https://securityweekly.com/semperisbh 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 https://securityweekly.com/sevcobh 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 https://securityweekly.com/intel471bh 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 https://securityweekly.com/runzerobh 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 https://securityweekly.com/cywarebh. Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-423

Interview with Dave Lewis on Security's Role in M&A Due Diligence In this episode, Dave Lewis from 1Password discusses the critical importance of security in mergers and acquisitions, from due diligence through integration. He explores common pitfalls, essential security assessments, and practical strategies for security leaders to protect organizational value throughout the M&A process. Topic: The Challenge of Breach Transparency Every industry concerned with safety has a process for publishing the details of accidents, incidents, and failures. Cybersecurity has yet to reach this milestone, and hiding the details of failures is holding us back. This talk will argue for the need for breach details to go public, and share strategies for finding and using some little-known sources of detailed breach data. Weekly Enterprise News Finally, in the enterprise security news, A funding, a few acquisitions, and an IPO for the first time in forever! Attackers are really actually starting to use AI now Some researcher spent all of August poking holes in all the AI tools Someone got Microsoft Copilot to be an accomplice in a coverup Microsoft is making a big change in Azure that will probably break some stuff No, Flipper Zero can't help you steal your car (just the stuff in it) Domain names are free to register now, maybe? Disgruntled former employee goes to jail AI tricked into doing more bad things All that and more, on this episode of Enterprise Security Weekly. This segment is sponsored by 1Password. Visit https://securityweekly.com/1password to learn more about them! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-422