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Security You Should Know

CISO Series
Cybersecurity
Threatlocker
Artificial Intelligence
Cloud Security
Governance, Risk, and Compliance
Risk Management
Alert Fatigue
Security Operations
Data Loss Prevention
GRC
Security Solutions
Insider Threats
Software Supply Chain Security
Ransomware
Privileged Access Management
AI In Security
Patch Management
Compliance
Pentera
Vulnerability Management

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 C... more

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Artwork for Security You Should Know

Latest Episodes

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 avo... more

YouTube

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 authenti... more

YouTube

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 re... more

YouTube

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 ... more

YouTube

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Recent Guests

Leo Taddeo
CEO and President, AppGate
AppGate
Episode: Cloaking the Network from Discovery with AppGate
Ross Young
Co-host of CISO Tradecraft
CISO Tradecraft
Episode: Cloaking the Network from Discovery with AppGate
Derek Fisher
Director of the Cyber Defense and Information Assurance Program
Temple University
Episode: Cloaking the Network from Discovery with AppGate
Sagar Batchu
CEO of Speakeasy
Speakeasy
Episode: Securing the AI Control Plane with Speakeasy
Howard Holton
Former CEO
GigaOm
Episode: Proving Resilience with Gambit Security
Adam Palmer
CISO
First Hawaiian Bank
Episode: Proving Resilience with Gambit Security
Curtis Simpson
CSO
Gambit Security
Episode: Proving Resilience with Gambit Security
Will Gregorian
CISO
Galileo Medical
Episode: Closing the Configuration Gap with CoreView
Andrea Sivieri
Chief Product and Technology Officer
CoreView
Episode: Closing the Configuration Gap with CoreView

Host

Rich Stroffolino
Host of Security You Should Know

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Apple Podcasts
#46
Austria/Technology

Talking Points

Recent interactions between the hosts and their guests.

Securing the AI Control Plane with Speakeasy
Q: What is the pricing model for Speakeasy?
Pricing is pre-commit based on historical AI use, with larger pre-commit leading to cheaper overage pricing, modeled after infrastructure platforms like Datadog to reflect ongoing AI usage.
Securing the AI Control Plane with Speakeasy
Q: First up, how do I explain the value of your solution to my CEO? What does your solution do and what does it not do?
The Speakeasy AI control plane enables enterprise-wide AI adoption while proving governance; it centralizes management, enforces permissions, audits activity, and integrates with existing identity and SSO, without replacing current stacks or building new agents.
Proving Resilience with Gambit Security
Q: What does your solution do and what does it not do, and how does the pricing model work?
The solution provides end-to-end visibility and orchestration across backups, infrastructure, and applications, with a central layer that ties recovery to business capabilities. It is not just a backup tool. Pricing starts with a base platform fee plus resource-based, tiered pricing based on usage, designed to avoid nickel-and-dime charges.
Proving Resilience with Gambit Security
Q: Now, Curtis, to start out, how do I explain the value of Gambit's approach to my CEO?
Explain the problem first: recoverability is a business capability issue, not just a technical one, and Gambit maps the minimally viable company to show which capabilities matter, how quickly they can be recovered, and what action plans are needed to meet business targets.
Closing the Configuration Gap with CoreView
Q: How do you explain the value of CoreView to a CEO?
Frame Microsoft 365 resilience as a business continuity issue where the glass (the configuration) matters as much as the water (the data), show how misconfigurations can halt operations, and emphasize shared responsibility with a simple, per-user pricing model that scales with growth.

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Frequently Asked Questions About Security You Should Know

What is Security You Should Know about and what kind of topics does it cover?

The show consistently pairs one security vendor with two security leaders to unpack a concrete, real-world problem and the solution that aims to fix it. Across recent episodes, the conversations tend to zero in on practical governance, risk, and orchestration challenges in enterprise security—from configuring complex platforms (like Microsoft 365) for resilience and least privilege, to securing open-source dependencies, to running AI-enabled SOCs and agent governance. Episodes often probe what the vendor actually does, how pricing works, and how the solution plugs into existing stacks, followed by tough questions from security leaders that reveal real-world constraints, trade-offs, and implementation speed. A standout pattern is the emphasi... more

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Which podcasts are similar to Security You Should Know?

These podcasts share a similar audience with Security You Should Know:

1. Defense in Depth
2. CISO Series Podcast
3. Cybersecurity Headlines
4. Cybersecurity Today
5. SANS Internet Stormcenter Daily Cyber Security Podcast (Stormcast)

How many episodes of Security You Should Know are there?

Security You Should Know launched 2 years ago and published 57 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Security You Should Know?

Recent guests on Security You Should Know include:

1. Leo Taddeo
2. Ross Young
3. Derek Fisher
4. Sagar Batchu
5. Howard Holton
6. Adam Palmer
7. Curtis Simpson
8. Will Gregorian

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