July 11, 2021

My experience, career, education plan. Any advice/sanity checks?

Career/planning advice please…

~22 years of IT experience. ISP 5y > desktop support 5y > Application Product Specialist + Team Lead 8 yrs > running desktop support team 2 years+ (superv title.) no completed education. Only comptia A+ cert. — I have the typical mile wide foot deep IT knowledge.

I’m tired of mucking about. I’m getting some foundational cybersecurity knowledge now. Then I plan on starting WGU for Cybersecurity next year. I suspect I can finish in ~24 months. My immediate goal is to get my Security+ and land a remote job.

While working the Security job, I’ll complete my WGU BS, and maybe grab CISSP with an overall goal to be a CISO or something like a CISO.

Is this reasonable? Am I at a point in my career where I’m ‘specializing’ rather than restarting? Will my existing experience help me here? Especially the ~10 years of leadership experience.

Thank you.

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