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PODCAST

Security You Should Know

What if you could get a no-nonsense look at security solutions in just 15 minutes? Security You Should Know, the latest podcast from the CISO Series, does just that. Hosted by Rich Stroffolino, each episode brings together one security vendor and two security leaders to break down a real-world problem and the solution trying to fix it. Expect straight answers on: How to explain the issue to your CEO What the solution actually does (and doesn"t do) How the pricing model works Then, our security

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All Episodes

16:02

Proving Readiness with TryHackMe

Security You Should Know ·

2026/10/05

In this episode, Ashu Savani, co-founder of TryHackMe, explains how the company's Live Breach product puts teams inside fully-executed, realistic breach simulations built around the threat actors and tech stacks they face, building the reflexes and reporting security leaders need before a real incident hits. Joining him are Roland Toussaint, Senior Director of Incident Response and Security Engineering at ChenMed, and Heather Hinton, CISO at Sitecore. Want to know: How can a simulated

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24:14

Bringing Privacy to AI Models with TrustedRouter

Security You Should Know ·

2026/09/28

In this episode, Joseph Perla, founder and CEO at TrustedRouter, explains how his company's confidential-computing-based LLM router lets teams send prompts to hundreds of AI models while cryptographically verifying, rather than simply trusting, that no one, including TrustedRouter itself, can see the data passing through. Joining him are TC Niedzialkowski, former head of IT & security at Opendoor, and Keith McCartney, svp of security and IT at DNAnexus. Want to know: Why hasn't the AI privacy

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15:50

Simplifying MDR for SMBs with ThreatDown

Security You Should Know ·

2026/09/21

In this episode, Dean Shroll, senior director of sales engineering at ThreatDown, explains how the company's Nebula and OneView consoles simplify protection across Mac, Linux, and Windows endpoints while its managed detection and response team absorbs the 24/7 monitoring that resource-constrained teams can't staff on their own. Joining him are Jonathan Waldrop, CISO at Acoustic, and Arif Hameed, CISO at C&R Software. Want to know: Why is managing security for resource-constrained organizations

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18:52

Cloaking the Network from Discovery with AppGate

Security You Should Know ·

2026/09/14

In this episode, Leo Taddeo, CEO and President at AppGate, explains how the company's zero trust network access platform cloaks internet-facing infrastructure from discovery, uses direct-routed architecture instead of cloud-routed hairpinning to avoid the latency tax, and layers in continuous, context-aware policy checks that go beyond device posture and MFA. Joining him are Ross Young, co-host of CISO Tradecraft, and Derek Fisher, Director of the Cyber Defense and Information Assurance Program

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18:49

Securing the AI Control Plane with Speakeasy

Security You Should Know ·

2026/08/17

In this episode, Sagar Batchu, CEO of Speakeasy, explains how the Speakeasy AI control plane lets organizations adopt AI everywhere and still prove it's governed — putting every agent, tool, and MCP server behind a single security layer that authenticates each action, enforces policy, and inspects every session for prompt injection and data exfiltration. Pressure-testing the approach are George Finney, CISO at The University of Texas System, and Nick Espinosa, host of The Deep Dive Radio Show. Want

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18:12

Proving Resilience with Gambit Security

Security You Should Know ·

2026/08/04

In this episode, Curtis Simpson, CSO at Gambit Security, explains how Gambit moves organizations past that guesswork by continuously mapping a company's minimally viable business capabilities and validating whether the infrastructure, backups, and recovery processes behind them can actually deliver within the timeframes the business requires. Joining him to pressure-test the approach are Howard Holton, former CEO of GigaOm, and Adam Palmer, CISO at First Hawaiian Bank. Want to know: Why do so

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17:42

Closing the Configuration Gap with CoreView

Security You Should Know ·

2026/07/27

In this episode, Andrea Sivieri, Chief Product and Technology Officer at CoreView, explains how CoreView secures that overlooked layer, the configuration, permissions, and structure of a Microsoft 365 tenant rather than just the data flowing through it. Joining him are Davi Ottenheimer, principal at Flying Penguin, and Will Gregorian, CISO at Galileo Medical. Want to know: Why does Microsoft's own admin console give you roughly a thousand ways to configure a single setting? What's the actual

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18:29

Securing the Open Source Supply Chain with ActiveState

Security You Should Know ·

2026/07/20

In this episode, Abby Kearns, CEO of ActiveState, explains how her company closes that gap by rebuilding open-source packages from verified sources before they ever reach a developer's pipeline, rather than scanning for problems after the fact. Joining her are Doug Mayer, vp and CISO at WCG, and Howard Holton, former CEO at GigaOM. Want to know: Why is AI increasing exploitability on both the attacker side and the developer side of the open source supply chain? How does a package catalog

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23:13

Elevating the SOC with Prophet Security

Security You Should Know ·

2026/06/15

In this episode, Grant Oviatt, vp of product and co-founder at Prophet Security, explains how his platform deploys AI agents to investigate and respond to alerts the way a skilled analyst would, using REST API integrations across existing security tools rather than absorbing all your data into another SIEM. Joining him are Will Gregorian, CISO at Galileo Medical, and Howard Holton, CEO at GigaOm. Want to know: Why are AI-powered SOC tools adding to analyst frustration rather than reducing it?

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20:39

Securing AI Agents with CompFly AI

Security You Should Know ·

2026/06/08

In this episode, Venkat Siva, co-founder and CEO at CompFly AI, explains how his platform gives security, engineering, and business teams a control plane for autonomous AI agents across their full lifecycle. CompFly discovers agents, assigns each one a verifiable distributed identity, runs adversarial and safety simulations before launch, enforces deterministic policies at runtime through a gateway, and produces immutable audit logs for compliance teams after the fact. Joining him are Mike Lockhart,

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22:22

Automating Offensive Security with XBOW

Security You Should Know ·

2026/06/01

In this episode, Nico Waisman, CISO at XBOW, explains how XBOW uses autonomous AI agents to run continuous, incremental penetration testing without triggering false-positive avalanches or taking down production systems. Joining him are Jacob Combs, CISO at Tandem Diabetes Care, and Davi Ottenheimer, president at Flying Penguin. Want to know: Why can't traditional pen tests keep up with modern attack surfaces? How XBOW's attack credit model maps to the way security teams already size testing effort

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17:27

Rethinking Tabletops with Reflex Security

Security You Should Know ·

2026/05/18

In this episode, Cassio Goldschmidt, co-founder and CTO at Reflex Security, explains how Reflex replaces static, script-driven tabletops with adaptive AI-driven simulations that fight back, measure real human behavior under pressure, and surface the gaps that scripted exercises never reach. Joining him are Nick Espinosa, host of the nationally syndicated Deep Dive Radio Show, and Jay Wilson, CISO and CIO at Insurity. Want to know: Why do traditional tabletops train teams to know the plan rather

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16:57

Securing Mobile Apps with Guardsquare

Security You Should Know ·

2026/05/11

In this episode, Ryan Lloyd, Chief Product Officer at Guardsquare, explains how the platform combines code obfuscation, runtime integrity checks, and real-time threat monitoring to secure mobile apps at the binary level, integrated directly into the CI/CD pipeline. Joining him are TC Niedzialkowski, Head of IT & Security at Opendoor, and Montez Fitzpatrick, CISO at Navvis. Want to know: Why does organizational apathy around mobile app security persist even as mobile becomes the primary customer

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19:41

Verifying Identities with Trusona

Security You Should Know ·

2026/05/04

In this episode, Ori Eisen, founder and CEO at Trusona, makes a case for getting out of the AI detection arms race entirely. He argues that trying to catch AI-generated fakes with AI detection is the antivirus playbook, and we know how that ends. Trusona instead anchors verification to authoritative sources, DMV records and physical-world signals, things AI can mimic on screen but can't actually own. No pre-registered devices required. And it works in both directions: attackers calling your help

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17:33

Transitioning to Quantum-Safe Encryption with enQase

Security You Should Know ·

2026/03/16

All links and images can be found on CISO Series. In this episode, Raj Patil, CTO at enQase, explains how enQase's full-stack platform helps enterprises implement quantum-safe security through a structured, integrated approach. This covers everything from cryptographic asset discovery and governance to out-of-band key generation for network appliances, without requiring organizations to rip and replace existing infrastructure. Joining him are Ross Young, co-host at CISO Tradecraft, and Adam Palmer,

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18:44

Solving GRC Complexity with Anecdotes

Security You Should Know ·

2026/02/23

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21:10

Operationalizing Threat Intelligence with Recorded...

Security You Should Know ·

2026/02/09

All links and images can be found on CISO Series. In this episode, Jamie Zajac, Chief Product Officer at Recorded Future, explains how autonomous threat operations can close this gap by automatically deploying intelligence across security controls at machine speed. Joining him are Dan Holden, CISO at Commerce, and Arvin Bansal, CISO at C&S Wholesale Grocers. Want to know: Why do organizations still struggle to operationalize threat intelligence despite massive investments? How does threat

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21:42

Getting Visibility into AI Usage with Harmonic Security

Security You Should Know ·

2026/02/02

All links and images can be found on CISO Series. In this episode, Alastair Paterson, CEO and co-founder at Harmonic Security, explains how Harmonic Protect addresses these challenges by securing workforce AI adoption through browser-based visibility, endpoint agents, and MCP gateways. Joining him are Ross Young, co-host at CISO Tradecraft, and Johna Till Johnson, CEO and founder at Nemertes. Want to know: Why are enterprises still struggling with AI governance despite years of motivation to

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21:52

Unifying Detection and Response with Athena Security

Security You Should Know ·

2026/01/26

In this episode, Peter Worth, founder, president, and CEO at Athena Security, explains how their security operations platform addresses these challenges through unified detection and response. Joining him are Jason Taule, CISO at Luminous Health, and Will Gregorian, head of security at Galileo Medical. Want to know: Why are security teams still struggling with alert fatigue despite decades of awareness? How does security product fragmentation create blind spots in enterprise defense? What's

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17:55

Bridging the Cloud Security Gap with Trend Micro

Security You Should Know ·

2026/01/12

In this episode, Franz Fiorim, field CTO at Trend Micro, explains how Trend Vision One consolidates multiple cloud security tools across AWS, GCP, Azure, Oracle Cloud, and Alibaba Cloud to streamline management, automate controls, and reduce integration overhead. Joining him are Nick Espinosa, host of the Deep Dive Radio Show, and Jason Shockey, CSO at Cenlar FSB. Want to know: Why do organizations still struggle with cloud visibility despite years of cloud adoption? How does Trend Micro reconcile

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60 results

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