I'm on a win 2000 sp2 box.
Do you know why it's looking for /usr/local/ssl/openssl.cnf ?
This is the default place for the config file of OpenSSL on Unix platforms.
You can change it with the command line option -config .
Otherwise you can create C:\usr\local\ssl\openssl.cnf  (assuming you run openssl from some directory on your drive C:)...
 
 
 

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