Enterprise Security Weekly (Audio)

Adrian Sanabria

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.

  1. Navigating Shadow AI in the Enterprise, Verizon's SECOND 2026 report, and the news - Ankita Gupta - ESW #464

    −9 h

    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

    1 tim 38 min
  2. Safe AI at scale, what happens after initial access, and the weekly enterprise news - Albert Estevez Polo, Shiva Pillay - ESW #463

    15 juni

    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

    1 tim 31 min
  3. The State of AI in SecOps, the Unintended Consequences of Vulnmaxxing, and the News - Filip Stojkovski - ESW #462

    8 juni

    The State of AI in SecOps, the Unintended Consequences of Vulnmaxxing, and the News - Filip Stojkovski - ESW #462

    Interview with Filip Stojkovski on the State of AI in SecOps Filip joins us to talk through the 2+ year rollercoaster that Security Operations tooling has been on since AI entered the chat. We discuss the AI SecOps market, which Filip closely tracks through his SecOps Unpacked project. We also discuss how most of the market has traditionally been focused on the "middle" of the process, which is effectively alert management. Where the conversation really gets interesting is shifting left to discuss building better quality detections. Segment Resources: Be sure to check out SecOps Unpacked - it has more than just vendor information: there are articles, frameworks, podcast episodes, research, and articles/thought leadership Topic: The Unintended Consequences of Vulnmaxxing We discuss my latest blog post where I share a theory that perhaps Project Glasswing is a clever exclusive freemium tier, where Anthropic is hoping to ensnare the world's largest producers of software into using its most expensive model to fix their code for the foreseeable future, creating a much needed new revenue stream for the AI giant with a Trillion dollar valuation. There are some potential unintended consequences that come along with an expensive vulnerability discovery/remediation process that threatens to raise the security poverty line and leave less wealthy companies behind. The Weekly Enterprise News Finally, in the enterprise security news, If you were starting a cybersecurity company today, which category would you pick? layoffs funding the White House AI executive order OpenAI's frontier governance framework Anthropic's Zero Trust for AI agents guide IBM's vulnmaxxing efforts RICO as a service for job seekers Instagram had possibly the most embarrassing hack ever 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-462

    1 tim 38 min
  4. Helping defense's use of AI catch up with offense, cost of the vulnpocalypse, news - Evan Powell - ESW #461

    1 juni

    Helping defense's use of AI catch up with offense, cost of the vulnpocalypse, news - Evan Powell - ESW #461

    Interview with Evan Powell - Generative and agentic AI are improving cyberattacks faster than they're improving cyber defenses. Offensive folks have been having the most luck with AI so far, which is further eroding any advantage defenders might have had. Evan Powell joins us to share some ideas on how defenders can get some benefits from AI as well, and why open source is important with this approach. Topic For this week's topic segment, we've got two very interesting data sources. The first is Anthropic's first update on Project Glasswing, where they're absolutely tearing through codebases with ultra premium Mythos tokens, but then hitting a human-shaped bottleneck as they attempt to validate all the findings. The second is the first report from Root Evidence, the latest startup from Jeremiah Grossman and Robert Hansen (aka RSnake), which aims to help organizations filter out all the vulnerabilities that don't matter. Where these two reports meet in the middle is my concern that the use of AI to scour every last bug out of code is going to be the most Sisyphean task the cybersecurity industry has ever come up with (and we have some deep experience here). The Weekly Enterprise News Finally, in the enterprise security news, Less funding, more acquisition the AI SOC startup space is CROWDED your CEO is suffering from AI psychosis Some CISOs are done with the job, IT can have it detecting and removing dangerous secrets from dev workstations 230,000 security advisories roll up to 6 attacker behaviors The FBI's 2025 IC3 report is out When tech billionaires make predictions, they're actually sales pitches 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-461

    1 tim 38 min
  5. AI Has a data problem, cascading breaches, and the weekly news - Dimitri Sirota - ESW #459

    18 maj

    AI Has a data problem, cascading breaches, and the weekly news - Dimitri Sirota - ESW #459

    Interview with Dimitri Sirota from BigID Most organizations think AI risk lives in the model – or the identity. It doesn't. It lives in the data. In this episode, BigID's CEO reframes the conversation: why legacy access controls are breaking down, why visibility into sensitive data is the missing foundation, and what it takes to govern humans and machines under a single, accountable framework. Segment Resources: BigID's Agent Access Management Guide BigID's podcast, CTRL + ALT + AI This Week's Topic: Cascading Breaches We're seeing more and more 3rd and 4th party attacks that chain through multiple layers of compromised tools and services. In this topic segment, we discuss the two main aspects of this trend: How we can stop the chain of breaches from a third party library, vendor, or service provider How this might get handled at the legal, contractual, and organizational levels We discuss two big recent examples: Sonicwall's 2025 breach of their cloud firewall configuration backup service The compromise of Aqua Security's widely used Trivy open source tool The Weekly Enterprise News Finally, in the enterprise security news, Funding and M&A courtesy of the Security, Funded newsletter We have evidence that attackers are leveraging AI now (this sounds like old news, but there was little to no evidence before, when people were claiming this) The Angry admin problem emerges again Vulnerability information is getting crazy to keep up with Breach information is getting crazy to keep up with You can give your Agents an allowance now - don't spend it all in one place Are vulnerabilities sparse or dense? Mythos, as a model, isn't all that special Deploy your own deception sensors! Japan made something weird. Again. 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-459

    1 tim 36 min
  6. The impact of Mythos and Florida Man, confidence gaps, phishing, & AI adoption - Chris Wallis, Deepen Desai, Erich Kron - ESW #458

    11 maj

    The impact of Mythos and Florida Man, confidence gaps, phishing, & AI adoption - Chris Wallis, Deepen Desai, Erich Kron - ESW #458

    The Weekly Enterprise News This week, in the enterprise security news, Copy Fail The hits keep coming for CVE, NIST and NVD Cyber attacks on breathalyzers insurance carriers pulling support for AI Florida Man pleads guilty ignore the humanities at your own peril offense and defense don't scale the same is it okay to be left behind? scientists gave cocaine to salmon Mind the Gap: Confidence, AI, and the Future of Exposure Management Former ethical hacker, now founder and CEO of Intruder, Chris Wallis explores whether AI can bridge the divide between finding vulnerabilities and understanding real-world attack context as exploit windows continue to shrink. This conversation dives into the structural "confidence gap" uncovered in Intruder's 2026 Security Middle Child Report, where executive risk appetite is increasingly decoupled from front-line operational reality. Check out Intruder's Security Middle Child Report at https://securityweekly.com/intruderrsac. Modern Phishing Attacks Are Under Multi-Channel Siege Recently, there has been a shift in cybercriminals' behavior, marked by a surge in total phishing attack volume. These attacks are fueled by high-scale automation and a coordinated multi-channel siege targeting corporate collaboration tools. Trusted platforms such as email, Teams, calendars and others are in the cross-hairs, bypassing traditional phishing methods that have worked in the past. This segment is sponsored by KnowBe4. Visit https://securityweekly.com/knowbe4rsac to learn more about them! AI is Now Default Enterprise Accelerator The Zscaler ThreatLabz 2026 AI Security Report reveals that enterprise AI adoption has surged by up to 93% year-over-year, yet 100% of tested AI environments remain vulnerable to breaches that can occur in as little as 16 minutes. It highlights a dangerous shift toward "machine-speed" threats, where attackers use generative AI to automate data exfiltration and create sophisticated deepfakes. To combat these risks, the report urges organizations to move beyond simple blocking and instead implement a Zero Trust architecture for safe, AI-native data protection. This segment is sponsored by Zscaler. Visit https://securityweekly.com/zscalerrsac to learn more about them! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-458

    1 tim 40 min
  7. Post Quantum Migration Struggles, AI Threats, and Modern Defenses - HD Moore, Ramin Farassat, Eyal Benishti, Daniel dos Santos, Bobby Ford - ESW #457

    4 maj

    Post Quantum Migration Struggles, AI Threats, and Modern Defenses - HD Moore, Ramin Farassat, Eyal Benishti, Daniel dos Santos, Bobby Ford - ESW #457

    Interview with Daniel dos Santos: Post-Quantum Cryptography and the Risks No One Is Talking About Post-quantum cryptography (PQC) is quickly shifting from theory to inevitability. In this segment, Daniel dos Santos, VP of Research at Forescout, explains why PQC isn't the most immediate threat today—but still demands early attention as standards solidify and timelines accelerate. The discussion highlights overlooked risks beyond encrypted traffic, including digital signatures, firmware integrity, and blockchain systems. Daniel also emphasizes the real challenge: migration. While client-side adoption is already underway, organizations face major hurdles identifying and upgrading servers, legacy systems, and unmanaged assets like IoT and OT. The bottom line: PQC migration is unavoidable. Starting early—especially with crypto inventory and planning—will make the transition far less painful. RSAC Interview: Multi-Channel Impersonation: Why Legacy Controls Are Failing As social engineering expands past just email to include text messages, chat apps, social platforms, and live video calls, traditional point solutions are struggling to keep up. In this segment, Bobby Ford explains how AI-powered impersonation and deepfake-enabled campaigns are exposing critical gaps in legacy defenses, and why organizations must evolve toward a unified social engineering defense platform that connects Digital Risk Management and Human Risk Management. He'll outline what modern security programs need: real-time cross-channel visibility, behavior-driven detection, and strategies designed around how people actually communicate and make decisions today. Visit https://securityweekly.com/doppelrsac to learn how Doppel helps organizations defend against AI-powered impersonation, phishing, and multi-channel social engineering threats with a modern Human Risk Management approach. RSAC Interview: OT: Segmented Today, Breached Tomorrow As the worlds of IT and OT converge, traditional network segmentation falls short, exposing risks in the critical environments that keep energy flowing and shelves stocked. Conventional security tools fail to identify these gaps, with serious repercussions for operators. At runZero, we empower defenders to win by default through comprehensive discovery, rapid detection of critical exposures, and unique segmentation analysis that does not depend on span ports, credentials, or on-device agents. runZero provides real-time insights into even the most sensitive environments — quickly, safely, and securely. This segment is sponsored by runZero. Visit https://securityweekly.com/runzerorsac to learn more about them! RSAC Interview: Securing the Next Billion Users: Why the Browser is the Front Line for Agentic AI The enterprise is facing a fundamental shift: the next billion knowledge workers will not be human, they will be AI agents. While these agents offer exponential productivity, they operate at machine speed without human guardrails like MFA or skepticism, creating a massive security blind spot. Ramin Farassat discusses the "Agentic Paradox" and how a new approach to browser security is required to provide architectural immunity for the modern, hybrid workforce of both humans and agents. Learn more about how Menlo Security protects both humans and agents at https://securityweekly.com/menlorsac. RSAC Interview: The Threat Curve Has Reset: Why AI Made "Solved" Attacks Dangerous Again AI hasn't just evolved cyberattacks—it has reset the threat curve entirely. New research shows that even "solved" problems like phishing and business email compromise are immature and dangerous again, with attackers using AI and autonomous agents to launch hyper-personalized, multi-channel attacks at scale. This session explores what Phishing 3.0 really means for security leaders—and why defending trust now requires a fundamentally new approach. This segment is sponsored by IRONSCALES. Visit https://securityweekly.com/IRONSCALESrsac to learn more about them! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-457

    1 tim 33 min

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

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