Debugging failing HTTPS WebRequest

Question

I\'m writing a small program which will make a GET request to a server using HTTPS and the HttpWebRequest class. The server (obviously) has a server certificate. It also exp

Answer 1

Some thoughts:

1. TLS defines some error codes and alerts. SSL/TLS libraries often provides this code when an exception is thrown. Maybe could you find this information in the server log.

2. Maybe there is some missing certificates when the server sends its certificate chain. For instance if the server sends only its certificate the client may not be able to attach this certificate to a root certificate if there is some intermediate CA certificate.

3. If the client is expected to use a certificate for authentication the server is supposed to send the names of the accepted root certificates. My previous point is also valid here, if some intermediate certificates are missing the cannot build a chain between its certificate and a root sent by the server. The client does not find a suitable certificate (because a private key is not available) is another possible issue.