Symptoms:
[YYYY-MM-DDTHH:MM:SS] [ERROR] http-bio-9090-exec-959 70039021 101701 201167 com.vmware.vum.fileupload.impl.VumServerFileUploadClient VumFileUpload: Exception executing http request - javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure
at sun.security.ssl.Alerts.getSSLException(Alerts.java:192)
at sun.security.ssl.Alerts.getSSLException(Alerts.java:154)
at sun.security.ssl.SSLSocketImpl.recvAlert(SSLSocketImpl.java:2038)
at sun.security.ssl.SSLSocketImpl.readRecord(SSLSocketImpl.java:1135)
at sun.security.ssl.SSLSocketImpl.performInitialHandshake(SSLSocketImpl.java:1385)
at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1413)
at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1397)
[YYYY-MM-DDTHH:MM:SS] [ERROR] tp-nio-127.0.0.1-5090-exec- com.vmware.vum.client.upload.FileUploadClient Error while executing HTTP request javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure at sun.security.ssl.Alerts.getSSLException(Alerts.java:192) at sun.security.ssl.Alerts.getSSLException(Alerts.java:154)
VMware vCenter Server Appliance
This is due to invalid Certificate/Certificate Template used when generating a custom Certificate for vCenter Server.
To resolve this problem reissue the certificates used by the vCenter Server following the correct procedure.
How to use vSphere Certificate Manager to Replace SSL Certificates