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Security You Should Know

Security You Should Know

CISO Series 52 Episodes Oct 5, 2026

Security You Should Know is a podcast from the CISO Series that offers a concise, no-nonsense look at security solutions in just 15 minutes. 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. The show covers how to explain the issue to your CEO, what the solution actually does and doesn't do, and how the pricing model works. Security leaders ask tough questions to see what sets each vendor apart.

Episodes

Proving Readiness with TryHackMe
Proving Readiness with TryHackMe Oct 5, 2026 16:02 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 Engin
Bringing Privacy to AI Models with TrustedRouter
Bringing Privacy to AI Models with TrustedRouter Sep 28, 2026 24:14 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 Opendoo
Simplifying MDR for SMBs with ThreatDown
Simplifying MDR for SMBs with ThreatDown Sep 21, 2026 15:50 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, C
Cloaking the Network from Discovery with AppGate
Cloaking the Network from Discovery with AppGate Sep 14, 2026 18:52 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
Securing the AI Control Plane with Speakeasy
Securing the AI Control Plane with Speakeasy Aug 17, 2026 18:49 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 Fi
Proving Resilience with Gambit Security
Proving Resilience with Gambit Security Aug 4, 2026 18:12 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 Ho
Closing the Configuration Gap with CoreView
Closing the Configuration Gap with CoreView Jul 27, 2026 17:42 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
Securing the Open Source Supply Chain with ActiveState
Securing the Open Source Supply Chain with ActiveState Jul 20, 2026 18:29 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
Elevating the SOC with Prophet Security
Elevating the SOC with Prophet Security Jun 15, 2026 23:13 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.
Securing AI Agents with CompFly AI
Securing AI Agents with CompFly AI Jun 8, 2026 20:39 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 gatewa
Automating Offensive Security with XBOW
Automating Offensive Security with XBOW Jun 1, 2026 22:22 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 att
Rethinking Tabletops with Reflex Security
Rethinking Tabletops with Reflex Security May 18, 2026 17:27 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

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