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Breaking Into Cybersecurity: Career Roadmaps and Training Insights with Jason Dion
RMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Jason Dion Free Book:
https://tldrcybersecurity.com/subscribe
Timestamp:
00:00 "Exam Questions: Wording Matters"
04:32 "Roadmap to Becoming a Hacker"
08:01 "Is Pen Testing Right?"
10:14 Simplifying Complex Tech Concepts
15:17 "Mastering NIST Cybersecurity Framework"
18:48 "Practical Certifications vs. Theoretical"
20:42 "Balanced Approach to Exam Prep"
24:02 "Applicant Tracking Systems Explained"
28:06 "CISSP: Key to Job Interviews"
29:39 Military Networking Drives Career Opportunities
32:20 "From IT to Military Engineering"
37:17 "Generational Tech Understanding Gap"
40:15 Age Perception in Consulting Careers
44:35 "AI Adoption and Responsible Use"
46:17 "Adapting to Rapid AI Changes"
51:25 "Building Practical Certifications Independently"
52:49 AI Revolutionizing Skill-Based Hiring
55:54 "Taking a Career Shot"
Video Decription:
Welcome back to the Tech Woke Podcast. In this episode, host Christopher Okpala sits down with Jason Dion, one of the most trusted cybersecurity educators in the industry, whose training has helped over a million people break into IT and cybersecurity.
They break down how beginners with zero tech experience can choose the right certifications, avoid common mistakes, and build real, job-ready skills. Jason also shares practical advice on hands-on learning, navigating today’s cybersecurity job market, and how AI and cloud technologies are reshaping tech careers. Whether you’re transitioning from a non-tech background or looking to future-proof your career, this conversation delivers clear, real-world guidance for breaking into cybersecurity the right way.
View all episodes
By Christopher OkpalaRMF Academy: https://www.rmfacademy.io/
Please Rate the Podcast: https://ratethispodcast.com/techwoke
Jason Dion Free Book:
https://tldrcybersecurity.com/subscribe
Timestamp:
00:00 "Exam Questions: Wording Matters"
04:32 "Roadmap to Becoming a Hacker"
08:01 "Is Pen Testing Right?"
10:14 Simplifying Complex Tech Concepts
15:17 "Mastering NIST Cybersecurity Framework"
18:48 "Practical Certifications vs. Theoretical"
20:42 "Balanced Approach to Exam Prep"
24:02 "Applicant Tracking Systems Explained"
28:06 "CISSP: Key to Job Interviews"
29:39 Military Networking Drives Career Opportunities
32:20 "From IT to Military Engineering"
37:17 "Generational Tech Understanding Gap"
40:15 Age Perception in Consulting Careers
44:35 "AI Adoption and Responsible Use"
46:17 "Adapting to Rapid AI Changes"
51:25 "Building Practical Certifications Independently"
52:49 AI Revolutionizing Skill-Based Hiring
55:54 "Taking a Career Shot"
Video Decription:
Welcome back to the Tech Woke Podcast. In this episode, host Christopher Okpala sits down with Jason Dion, one of the most trusted cybersecurity educators in the industry, whose training has helped over a million people break into IT and cybersecurity.
They break down how beginners with zero tech experience can choose the right certifications, avoid common mistakes, and build real, job-ready skills. Jason also shares practical advice on hands-on learning, navigating today’s cybersecurity job market, and how AI and cloud technologies are reshaping tech careers. Whether you’re transitioning from a non-tech background or looking to future-proof your career, this conversation delivers clear, real-world guidance for breaking into cybersecurity the right way.