What steps will reproduce the problem? 1. From a console. I would run this command: $> openssl req -new -key server.key -out server.csr

What is the expected output? What do you see instead? Should be: Enter pass phrase for server.key: What it does: Unable to load config info from c:openssl/ssl/openssl.cnf

What version of the product are you using? On what operating system? openssl-0.9.8k_X64 on Windows 8

Please provide any additional information below. I solved the issue temporarily by copying openssl.cnf into the /bin folder where openssl.exe is. Then, when calling the command I appended as such: -config openssl.cnf

Example: $> openssl req -new -key server.key -out server.csr -config openssl.cnf