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On the show
From 16 epsHost
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Recent episodes
Navigating Shadow AI in the Enterprise, Verizon's SECOND 2026 report, and the news - Ankita Gupta - ESW #464
Jun 22, 2026
Unknown duration
Safe AI at scale, what happens after initial access, and the weekly enterprise news - Albert Estevez Polo, Shiva Pillay - ESW #463
Jun 15, 2026
Unknown duration
The State of AI in SecOps, the Unintended Consequences of Vulnmaxxing, and the News - Filip Stojkovski - ESW #462
Jun 8, 2026
1h 37m 51s
Helping defense's use of AI catch up with offense, cost of the vulnpocalypse, news - Evan Powell - ESW #461
Jun 1, 2026
1h 37m 35s
Visibility with EDR/MDR is still important, 'the basics' are impossible, and the news - Rob Allen - ESW #460
May 25, 2026
1h 44m 54s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/22/26 | Navigating Shadow AI in the Enterprise, Verizon's SECOND 2026 report, and the news - Ankita Gupta - ESW #464 | Interview with Ankita Gupta, CEO of Akto How to Navigate Shadow AI Risk in the enterprise This week, we discuss AI governance in the enterprise, starting with the nuts and bolts of how to discover and understand shadow AI. Following that, we dive into what security and tech leaders should do next with this information: apply guardrails? Limit vendor options? Ankita has a wealth of experience and anecdotes to share here, from years of working with customers and seeing all the unexpected things that happen with AI in today's workplace. Segment Resources: Website: https://www.akto.io Book a Free Demo: https://www.akto.io/agentic-security-demo LinkedIn: https://www.linkedin.com/company/akto-io YouTube: https://www.youtube.com/@aktodotio This segment is sponsored by Akto. Visit https://securityweekly.com/akto to secure your AI agents before attackers do. Topic Segment: Verizon's Breach Impact Study The same team that delivers the DBIR every year gave us a bonus, based on over 70,000 insurance claims! Some of my favorite insights: Cost of breaches, broken out by SMB, mid-sized enterprise, and large The claim amount as a percentage of the company's revenue Losses broken down by loss TYPE This data validates something I think everyone in cyber needs to understand: cyber events are rarely business-ending events. Every cybersecurity professional and vendor, frustrated by companies "not taking security seriously enough" now have data explaining why: breaches don't hurt as much as you thought they did. Maybe you think they should hurt more? Push for regulation/fines/etc. With that said, the report also shows breach costs increasing significantly over the past 6 years and the quantity of incidents shooting up. Specifically, the median impact has almost doubled. Security failures aren't getting any cheaper. Weekly Enterprise News Finally, in the enterprise security news, A $100M seed round! Accenture acquires 3 security vendors Some thoughts on the government takedown of Fable and Mythos One of the craziest security mistakes I've ever seen, in the software FIFA uses to manage World Cup streams! A Critical Copilot vulnerability 75,000 Fortinet Firewalls get compromised Remediation is broken Using guardrails to evade detection 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-464 | — | ||||||
| 6/15/26 | Safe AI at scale, what happens after initial access, and the weekly enterprise news - Albert Estevez Polo, Shiva Pillay - ESW #463 | Interview with Shiva Pillay from Veeam Safe AI at Scale AI investment is exploding, yet nearly 90% of enterprise initiatives fail because the data powering AI cannot be trusted. That's the uncomfortable truth the industry is facing right now. Safe AI at scale requires more than just great models—it demands trusted, governed, and recoverable data. This segment is sponsored by Veeam. Visit https://securityweekly.com/veeam to learn more about them! Segment resources: Veeam Launches New Data and AI Trust Maturity Model to Help Organizations Benchmark AI Readiness Topic: Sure, we know how initial access works, but what about lateral movement? A special topic segment where we're joined by Albert Estevez Polo, field CTO for Zero Networks (a community guest, not a podcast sponsor). Zero Networks just released some very interesting data on what attackers are doing after they gain access to victim's environments and how they're doing it. Segment Resources: Link to report page Weekly Enterprise Security News Finally, in the enterprise security news, Funding and acquisitions Good news, Mythos isn't dangerous anymore! An excellent breach analysis Cyber insurance rates are dropping, but there's a catch CISA updates vulnerability remediation guidance Zoom calls are worse than you think, and maybe not for the reasons you think Remember when it was illegal to rip DVDs? 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-463 | — | ||||||
| 6/8/26 | The State of AI in SecOps, the Unintended Consequences of Vulnmaxxing, and the News - Filip Stojkovski - ESW #462✨ | AI in SecOpsVulnmaxxing+4 | Filip Stojkovski | SecOps Unpacked | — | AISecOps+5 | — | 1h 37m 51s | |
| 6/1/26 | Helping defense's use of AI catch up with offense, cost of the vulnpocalypse, news - Evan Powell - ESW #461✨ | AI in cybersecuritycyber defense strategies+4 | Evan Powell | AnthropicRoot Evidence | — | AIcybersecurity+6 | — | 1h 37m 35s | |
| 5/25/26 | Visibility with EDR/MDR is still important, 'the basics' are impossible, and the news - Rob Allen - ESW #460✨ | EDRMDR+5 | Rob Allen | ThreatlockerCISA+1 | — | EDRMDR+6 | — | 1h 44m 54s | |
| 5/18/26 | AI Has a data problem, cascading breaches, and the weekly news - Dimitri Sirota - ESW #459✨ | AI riskdata governance+3 | Dimitri Sirota | TrivyBigID+2 | — | AI riskdata governance+3 | — | 1h 36m 29s | |
| 5/11/26 | The impact of Mythos and Florida Man, confidence gaps, phishing, & AI adoption - Chris Wallis, Deepen Desai, Erich Kron - ESW #458✨ | enterprise securityAI adoption+4 | Chris Wallis | IntruderNIST+1 | Florida | AIphishing+6 | KnowBe4 | 1h 39m 53s | |
| 5/4/26 | Post Quantum Migration Struggles, AI Threats, and Modern Defenses - HD Moore, Ramin Farassat, Eyal Benishti, Daniel dos Santos, Bobby Ford - ESW #457✨ | Post-Quantum CryptographyAI Threats+4 | Daniel dos SantosBobby Ford | Forescout | — | Post-Quantum CryptographyAI Impersonation+6 | — | 1h 32m 39s | |
| 4/27/26 | Rethinking Security from the OS Up in the Age of AI and more RSAC 2026 Interviews - Karen Heart, Sachin Jade, Phil Calvin, Craig Sanderson, Travis Wong - ESW #456✨ | operating system securityAI and security+4 | Karen HeartCraig Sanderson+3 | InfobloxNIST+1 | — | securityoperating system+7 | — | 1h 35m 44s | |
| 4/20/26 | Making AI actually work in the enterprise and more RSAC Conference 2026 interviews - Camellia Chan, Aamir Lakhani, Jim Spignardo, Jody Brazil, Ely Abramovitch - ESW #455✨ | AI in enterpriseAI workflows+4 | Jim Spignardo | ProArchMicrosoft 365 Copilot+2 | — | AI workflowsenterprise AI+7 | FortinetCODE | 1h 40m 09s | |
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| 4/13/26 | We catch up on the news, including AI vuln hunting; also more RSAC interviews! - John Wilson, Mark Lambert, Georges Bossert, Samuel Hassine - ESW #454✨ | enterprise newsAI vulnerability hunting+3 | John WilsonMark Lambert+2 | AI Exposure ManagementArmorCode Agentic AI Platform+3 | — | AI vulnerability huntingenterprise security+3 | — | 1h 37m 15s | |
| 4/6/26 | Battling payment fraud with tokenization and executive interviews from RSAC 2026 - Jimmy White, Thyaga Vasudevan, Brian Oh, Mickey Bresman, Ashish Jain - ESW #453✨ | payment fraudtokenization+4 | Brian OhMickey Bresman+1 | FIS GlobalOneSpan+1 | — | payment fraudtokenization+7 | Semperis | 1h 45m 34s | |
| 3/30/26 | Oops, all Interviews: Switching to Cyber, CISO Reflections, and the State of TPCRM - Alexandre Sieira, Lenny Zeltser, Helen Patton - ESW #452✨ | cybersecurity careerCISO reflections+3 | Helen PattonLenny Zeltser+1 | Switching to CyberAxonius+3 | — | cybersecurityCISO+5 | — | 1h 50m 02s | |
| 3/23/26 | Can AI help critical infrastructure, the state of the cyber market, and weekly news - Mike Privette, Kara Sprague - ESW #451✨ | AI in critical infrastructurecybersecurity market+3 | Kara SpragueMike Privette | McKinseyAmazon+1 | — | critical infrastructurecybersecurity+5 | — | 1h 42m 52s | |
| 3/16/26 | AI Governance, new book (Code War) from Allie Mellen, and the weekly news! - Jeremy Snyder, Allie Mellen - ESW #450✨ | AI GovernanceCybersecurity+4 | Jeremy SnyderAllie Mellen | FireTailCode War+1 | Iran | AI GovernanceGenerative AI+5 | — | 1h 51m 31s | |
| 3/9/26 | Breaking in with CrashFix, supply chain security, and CMMC phase 1 - David Zendzian, Anna Pham, Jacob Horne - ESW #449✨ | supply chain securityendpoint attack+4 | Anna PhamDavid Zendzian+1 | HuntressKongTuke+1 | — | CrashFixClickFix+5 | — | 1h 34m 33s | |
| 3/2/26 | OT Security/business resilience, lack of incentives for securing software & the news - Ben Worthy - ESW #448✨ | OT securitybusiness resilience+4 | Ben Worthy | BoeingLockBit+4 | October 2025February 2026 | OT securitybusiness resilience+7 | Airbus Protect | 1h 54m 09s | |
| 2/23/26 | Bringing intelligence to assets, new White House cybersecurity strategy, and the news - Tim Morris - ESW #447✨ | asset inventoryWhite House cybersecurity strategy+4 | Tim Morris | Microsoft | — | CMDBcybersecurity+5 | Tanium | 1h 42m 55s | |
| 2/16/26 | Hardware-level zero trust, don't trust AI with your employees, and the news - J Wolfgang Goerlich, Matias Katz - ESW #446 | Segment 1: Interview with Mathias Katz What if you had enterprise-grade network security protections traveling with your users' laptops? What if it could be built into the laptop, but still stay safe even if the laptop OS and firmware were entirely compromised? Mathias and his company, Byos have built such a thing, and BOY do we have some questions for him. Segment 2: Interview with Wolfgang Goerlich Addressing the nuanced, nefarious threats of AI Sure, we need to worry about AI prompt injection and AI data leakage, but what about the threats to our BRAINS? Seriously, as we start to have daily conversations with this technology, how are they going to shape how we think? What inherent biases in the training, fine tuning, guardrails, or lack of guardrails are going to affect our decisions or how we work? Wolfgang is concerned about this, so he performed a human/AI experiment. With almost 1000 people partaking in the experiment, the results are sure to be intriguing. Segment 3: This week's enterprise security news Finally, in the enterprise security news, survey results on how folks are feeling about openclaw some hidden drama discovered in KEV updates some new KEV tools is AI replacing traditional code scanning tools? remote code execution in notepad no, not notepad++, NOTEPAD.EXE you know, the one that ships preinstalled on Windows the RSAC innovation sandbox finalists dealing with legacy vulnerabilities Don't accept OpenClaw Mac Minis from strangers! 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-446 | — | ||||||
| 2/9/26 | Clickfixed, Zero Trust World, and OpenClaw is out of control - but that's the point - Rob Allen - ESW #445 | Interview Segment - Rob Allen - Clickfix "Clickfix" attacks aren't new, but they're certainly more common these days. Rob Allen joins us to help us understand what they are, why they work on your employees, and how to stop them! We tie it into infostealers and ransomware actors. Plenty of practical recommendations for how to spot and prevent these attacks in your environment, don't miss it! This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlocker to learn more about them! Interview Segment - Rob Allen - Zero Trust World Threatlocker's 6th annual Zero Trust World event is happening next month! This three day event runs from March 4th through the 6th once again in sunny Orlando, Florida. This year's event is packed with hands-on hacking workshops, competitions, prizes, and keynotes from Marcus Hutchins, and Linus and Luke from Linus Tech Tips. Security Weekly will be there as well, doing live interviews and recording an episode of ESW live! This segment is sponsored by ThreatLocker's annual Zero Trust World. Visit https://securityweekly.com/ztw to learn more about the conference and register with discount code ZTW26ESW! News Segment For this week's enterprise news, we discuss OpenClaw! funding! acquisitions! testing out AI models' offensive security capabilities more openclaw! the need for more transparency and testing in the vendor space A photobooth service leaks drunken pictures of wedding parties The salty snack that helps server uptime 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-445 | — | ||||||
| 2/2/26 | Initial entry to resilience: understanding modern attack flows and this week's news - Warwick Webb - ESW #444 | Segment 1: Interview with Warwick Webb From Initial Entry to Resilience: Understanding Modern Attack Flows Modern cyberattacks don't unfold as isolated alerts--they move as coordinated attack flows that exploit gaps between tools, teams, and time. In this episode, Warwick Webb, Vice President of Managed Detection and Response at SentinelOne, breaks down how today's breaches often begin invisibly, progress undetected through siloed security stacks, and accelerate faster than human response alone can handle. He'll discuss how unified platforms, machine-speed detection powered by global threat intelligence, and expert-led response change the equation--turning fragmented signals into clear attack narratives. The conversation concludes with how organizations can move beyond incident response to build resilience, readiness, and continuous improvement through post-attack analysis. Listeners will leave with a clearer understanding of how attacks actually unfold in the real world—and what it takes to move from reactive alert handling to true attack-flow-driven defense. Segment Resources: Wayfinder MDR Solution Brief 451 MDR Report Managed Defense Redefined Blog This segment is sponsored by SentinelOne. Visit https://securityweekly.com/sentinelone to learn more about them! Segments 2 and 3: The Weekly News In this week's enterprise security news, we've got funding free tools! the CISO's craft agentic browsers tech companies are building cyber units? giving AI agents access to your entire life lots of dumpster fires in the industry today Cisco killed Kenna the state of AI in the SOC homemade EMP guns! don't try this at home 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-444 | — | ||||||
| 1/26/26 | 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 https://securityweekly.com/skyhighsecurity to learn more about them! Segment 2: Why detection fails Caleb Sima put together a nice roundup of the issues around detection engineering struggles that I thought worth discussing. Amélie Koran also shared some interesting thoughts and experiences. Segment 3: Weekly Enterprise News Finally, in the enterprise security news, 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 https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-443 | — | ||||||
| 1/19/26 | 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] (https://services.google.com/fh/files/misc/mandiantincidentresponsebestpractices_2025.pdf?linkId=19287933) Beyond Cyberattacks: Evolution of Incident Response in 2026 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 https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-442 | — | ||||||
| 1/12/26 | 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 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 | — | ||||||
| 1/5/26 | Why are cybersecurity predictions so bad? - ESW #440 | 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 | — | ||||||
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