GRC to technical Security?

DDStime

I want to make the switch from GRC security to a more technical role.  I am leaning towards pen-testing.  Don't care much about pay, more concerned with job satisfaction and possibly working from home with travel.

Can someone give me some advice on this path or if you have any other path recommendations it would help.

My path would be this:   eLearnSecurity Junior Penetration Tester > eLearnSecurity Certified Professional Penetration Tester > OSCP

Based on my exp what path would you choose to save money and time?  

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Experience snapshot:
-15 years gov, federal cyber security and military exp (all IT)
-GRC, ISSM, vulnerability assessments,  Certification and Assessment
-CISSP, Sec + and some forensics certs, 2 associate IT degrees, BS in Aeronautics
-Basic exp with Kali/Backtrack and using NMAP, Burpsuit, Wire Shark, Wireless exploitation etc...