HTTPS Error: The underlying connection was closed: Could not establish trust relationship for the SSL/TLS secure channel

[MeleKoneya]

I have a proxy on an HTTPS enabled server and an ArcGIS Secured service on a separate HTTPS enabled server.   

 When I try to pass a request to the Map Service I get the error shown below

The proxy works with other HTTPS requests,  but not to our ArcGIS Server.

I am using ArcGIS Server 10.2.2

Thanks for any suggestions on where we should look to resolve this.

Mele

[RandallWilliams]

My guess is that there's a cipher mismatch between what's supported at the web tier vs what was supported by Java back at 10.2.2 at the GIS tier. If you have the option to upgrade to a more recent release, I think that would likely help, since Esri has updated the JRE shipped with ArcGIS Server. To confirm, if you take the proxy out of the equation and connect directly to the GIS Server on port 6443, do you see issues?