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Be Fearless Podcast by SquareX

Never Stop Learning, Ask the Right Questions | Tom Hollingsworth, Practice Lead, Tech Field Day

02 Sep 2025

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Tom Hollingsworth, the "Networking Nerd" and Tech Field Day's Event Lead, sits down with SquareX Field CISO John Carse to share his 20+ year journey in enterprise networking and how he helped build one of tech's most influential community events. From troubleshooting school networks to orchestrating conversations between vendors and independent thought leaders, Tom reveals the story behind Tech Field Day's creation, what makes certain technical presentations legendary, and why asking "why" instead of "how" transformed his career from hands-on engineering to strategic advisory.0:00 Building the "Networking Nerd" brand and the origin story of Tech Field Day12:16 What makes a great Tech Field Day delegate15:51 Ken Duda's legendary code quality presentation at Arista18:36 Transitioning from engineer to strategic advisor23:58 Why the browser is now the true endpoint36:01 Never stop learning and ask the right questions🔔 Follow Tom and John on:https://www.linkedin.com/in/networkingnerd/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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