# 198: Ep. 198 Breaking Into Security: Helpdesk Roots, GovTech Woes, and Red Team Dreams

Page: https://stenobird.com/podcast/the-techtual-talk-3600613/198-ep-198-breaking-into-security-helpdesk-roots-govtech-woes-and-red-team-dreams
Text version: https://stenobird.com/podcast/the-techtual-talk-3600613/198-ep-198-breaking-into-security-helpdesk-roots-govtech-woes-and-red-team-dreams.md
Podcast: [The TechTual Talk](https://stenobird.com/podcast/the-techtual-talk-3600613)
Published: 2025-12-27T13:00:00+00:00
Episode link: https://audioboom.com/posts/8876830
Audio file: https://audioboom.com/posts/8876830.mp3?modified=1774047648&sid=5154206&source=rss
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JSON: https://stenobird.com/v1/public/podcasts/the-techtual-talk-3600613/episodes/198-ep-198-breaking-into-security-helpdesk-roots-govtech-woes-and-red-team-dreams
Duration seconds: 6060

## Resource

Get into cybersecurity here : https://app.techtualconsulting.tech/bundles/57 ------------------------------------------------------------------------------------ This episode of The TechTual Talk features Lee Clayton sharing his career journey from helpdesk to pentester. HD and Lee Clayton discuss skill-building, career moves, industry hot takes, the importance of continuous learning, and challenges in tech hiring. Lee covers his experience in security engineering, Linux automation, and breaking into red teaming, stressing that real tech progress demands perseverance and self-motivation. ------------------------------------------------------------------------------------ Get your It pro career package here : https://app.techtualconsulting.tech/bundles/57 Book your cyber consultation here: https://app.techtualconsulting.tech/sessions join the discord here: https://discord.gg/8jryx9CUxw ask your pod questions here: techtualquestions@thetechtualtalk.com -------------------------------------------------------------------------------------- ➡️ Follow us on social media: Instagram: https://www.instagram.com/techtualchatter/ TIkTok: https://www.tiktok.com/@techtualchatter Twitter: https://twitter.com/TechtualChatter LinkedIn: https://www.linkedin.com/in/henri-davis/ Follow Cybershortieee @Cybershortieee Instagram @cybershortieee Follow Lee on LinkedIn @Lee Clacyton Follow the Pod: https://www.instagram.com/techtualtalk/ ----------------------------------------------------------------------------------------------------- 00:00 Introduction 07:45 Startup Experience and Lessons Learned 15:59 Navigating Career Growth and Opportunities 36:17 Mock Interviews and Preparation 41:30 Transition to Security Engineering 49:42 Moving to Colorado and New Job 51:39 Hardware Pen Testing and…

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## Transcript

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