SSL not working with Apache on Windows

First, Apache will always use base64, file extensions are irrelevant (pem,crt,cer).

Second, you cannot issue a certificate for longer than the certificate authority.

10 years is a bit much, I wouldn’t be surprised to see browsers begin to mark them as insecure.

If you still have the issued certs, you can validate them with openssl.

https://security.stackexchange.com/a/56699/84379

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