TCW Episode 84: From the Military to Freelance Cybersecurity

12/11/2025 39 min Episodio 83
TCW Episode 84: From the Military to Freelance Cybersecurity

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Episode Synopsis

Summary
In this episode, Hugh Shepherd Jr shares his extensive journey in cybersecurity, detailing his transition from military service to a successful freelance career. He discusses the importance of adaptability, continuous learning, and building relationships in the field. Hugh emphasizes the value of volunteering as a stepping stone to paid opportunities and offers insights into navigating client relationships, especially in compliance roles. He also reflects on the discipline gained from his military background and provides advice for those looking to enter the cybersecurity field, particularly military personnel.
Show Notes 
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