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I have an issue with a windows server where an application pointing at a https end point fails with a: javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure. Actually it used to succeed but now it does not. This is within an enterprise so the https is pointing to a private IP address.

What options do I have to investigate the handshake failure from the windows server? openssl is not available on windows. I have googled wireshark and Microsoft network Monitor. Not sure I will get the go ahead to deploy either of these 2 options. Any suggestions?

TIA

Tony

user2976627
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  • Wireshark, sslyze, looking for log messages and a deeper knowledge of the TLS protocol and what can go wrong. See also http://noxxi.de/howto/ssl-debugging.html – Steffen Ullrich Jun 01 '15 at 20:15

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