I used this trick to fix the Photon.
I tried installing OpenSSL via the windows installer linked in Kenneth's CLI setup instructions, but I still get the same error message when trying to use the Keys Doctor via the CLI. Yes even after a full windows restart 
I just let the OpenSSL program install to the default chosen directory that the installer chose. Maybe it needs to be installed in a different path?
I have all Photons working now and three old Core's that have the same key issue, but I'm not planning on using them for anything so I'll just wait for the OpenSSL app to be added to the future CLI Windows installer before trying to fix those.