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Be Fearless Podcast by SquareX

From Dark Web Ops to Enterprise Security | Clint Kehr, Senior Instructor/Training Architect, Cybrary

04 Sep 2025

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Clint Kehr brings a unique perspective to cybersecurity, having gone from training personnel in dark web investigations as a former federal agent to transforming penetration testing in one of America's biggest banks. Now a Senior Instructor and Cybersecurity Architect, Clint shares stories from his undercover work, bridging the gap between security teams and developers and what Groundhog Day taught him about leadership and teamwork.0:00 Creating the Dark Web Recognition Guide for law enforcement17:20 Making security training engaging for developers31:29 How browsers are a primary workspace vulnerability38:29 Cloud migration's impact on enterprise security42:59 Building empowered teams using Groundhog Day philosophy🔔 Follow Clint and John on:https://www.linkedin.com/in/clint-k/https://www.linkedin.com/in/johncarse/🔥 Powered by SquareXDeployed as a lightweight extension, SquareX turns any browser, on any device, into a secure enterprise browser. Find out more about SquareX at https://hubs.la/Q03rPcbf0

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