(Developer Rig) Issues running configure.cmd, openssl.exe not found?

There are a few errors here, not sure which one to fix first.

yarn install v1.10.1
[1/5] Validating package.json…
[2/5] Resolving packages…
[3/5] Fetching packages…
info fsevents@1.2.4: The platform “win32” is incompatible with this module.
info “fsevents@1.2.4” is an optional dependency and failed compatibility check. Excluding it from installation.
[4/5] Linking dependencies…
warning " > ts-jest@22.4.6" has incorrect peer dependency “jest@^22.4.0 || ^22.5.0-alpha.1 || ^23.0.0-alpha.1”.
[5/5] Building fresh packages…
success Saved lockfile.
Done in 270.07s.
C:\Drawer\Twitch\developer-rig\scripts\openssl-ca.cnf
C:\Drawer\Twitch\developer-rig\scripts\openssl-ca.add
1 file(s) copied.
The system cannot find the file specified.
The system cannot find the file specified.
The system cannot find the file specified.
The system cannot find the file specified.
Cannot place the Developer Rig certificates.
Press any key to continue . . .

Error
I get the popup error 4-6 times (it varies) consecutively when I run the configure.cmd script.
It wasn’t mentioned that we should have anaconda, but I do and it seems to be looking in that folder, should I reinstall anaconda? Sorry If there is an obvious solution to this, I am just not sure enough of a solution to go off and change things or reinstall things safely.

FIX:
Installed a new openssl from Index of /SSL installed version 1.0.2-x64
Configure runs with error " Can’t open config file: /usr/local/ssl/openssl.cnf " and doesn’t require login credentials (“As part of this process, you will need to provide your computer login credentials, since you are creating a certificate.”) but it works. Developer rig runs normally!