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Be Fearless Podcast by SquareX

Why You Need to Fail to Succeed in Cyber | Andrew Crotty, Cybersecurity Content Creator

12 Dec 2025

Description

Host John Carse, Field CISO at SquareX, sits down with Andrew Crotty aka GingerHacker. In this episode of the Be Fearless podcast, Andrew provides insights into his role advising Army commanders, the evolving security landscape regarding AI agents and hallucinations, and the specific vulnerabilities found in web browsers. Andrew details the mission behind the Ginger Hacker Initiative, a non-profit helping newcomers get certified for free, and his involvement with DEF CON. He also dives into the failures he had to endure before landing his first gig in Cyber. 00:00 Multiple paths of getting into cybersecurity8:11 The importance of building a solid network14:15 The "Slap Bet" origin story of the GingerHacker name19:24 Volunteering at DEF CON's Noob Village and overcoming the fear of asking questions25:13 Why failure is required for growth32:33 Success stories from the Ginger Hacker Initiative non-profit37:40 Treating AI like an "eager intern"46:07 Browser Security from a military perspective53:51 Advisor to non-technical commanders in the Army🔔 Follow Andrew and John on:https://www.youtube.com/channel/UCGX_oAbc0_CLEdwMI5n64oQhttps://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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