Well I've made some progress.

It turns out I was missing a forward slash in my jenkins URL setting (there 
really should be a syntax check there IMHO)

So now it no longer reports that the reverse proxy is not working.

But launching a slave fails in both cases.

In windows, from the browser, I am getting an exception

FailedDownloadException: Unabvle to load resource: 
https://mydomain.com/jenkins/jnlp.jars/remoting.jar

and in OSX, from the command line I get

Failing to obtain 
https://mydomain.com/jenkins/computer/iMac/slave-agent.jnlp?encrypt=true
javas.net.ssl.SSProtocolException: handshake alert: unrecognized_name


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