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POSSL Handshake Timeout
 

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    <p>I have 2 client authentication certificates issued by the same certificate authority. One of them enables me to connect to a HTTPS webservice, but the other does not when I use code similar to the following:</p> <pre><code>HttpWebRequest httpWebRequest = (HttpWebRequest)WebRequest.Create( endPointUrl ); X509Store store = new X509Store( StoreName.My, StoreLocation.LocalMachine ); store.Open( OpenFlags.MaxAllowed ); X509CertificateCollection col = (X509CertificateCollection)store.Certificates.Find( X509FindType.FindBySerialNumber, certificateSerialNumber, true ); httpWebRequest.ClientCertificates.Add( col[0] ); httpWebRequest.Method = "POST"; httpWebRequest.ContentType = contentType; httpWebRequest.KeepAlive = false; httpWebRequest.Timeout = 3000; httpWebRequest.ContentLength = message.Length; httpRequestStream = httpWebRequest.GetRequestStream(); </code></pre> <p>When attempting to get the request stream, I get an InvalidOperationException with the message "The operation has timed out".</p> <p>I've used System.Net.trace when attempting to connect with the certificate that fails and the log shows a connection timeout before "Attempting to restart the session using the user-provided certificate" and just after the first InitializeSecurityContext.</p> <p>Wireshark show the following:</p> <pre><code>"TCP","j-link &gt; https [SYN] Seq=0 Win=65535 Len=0 MSS=1260 SACK_PERM=1" "TCP","https &gt; j-link [SYN, ACK] Seq=0 Ack=1 Win=32768 Len=0 MSS=1380" "TCP","j-link &gt; https [ACK] Seq=1 Ack=1 Win=65535 Len=0" "TLSv1","Client Hello" "TLSv1","Server Hello" "TCP","[TCP segment of a reassembled PDU]" "TCP","j-link &gt; https [ACK] Seq=78 Ack=2521 Win=65535 Len=0" "TLSv1","Certificate, Certificate Request, Server Hello Done" "TCP","j-link &gt; https [ACK] Seq=78 Ack=3187 Win=64869 Len=0" "TCP","j-link &gt; https [FIN, ACK] Seq=78 Ack=3187 Win=64869 Len=0" "TCP","https &gt; j-link [ACK] Seq=3187 Ack=79 Win=32768 Len=0" "TLSv1","Alert (Level: Warning, Description: Close Notify)" "TCP","j-link &gt; https [RST, ACK] Seq=79 Ack=3194 Win=0 Len=0" </code></pre> <p>I can connect using OpenSSL from the command line using both certificates after exporting them and converting them to the PEM format.</p> <p>Any suggestions would be greatly appreciated.</p>
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