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I'm also curious about running the window slave as a service which requires .Net 3.5 in that Microsoft is looking to end support for 3.5. Would there be an update that supports higher versions of .Net or should I be looking at converting my Windows slaves to launch via java web start - seeing that the response to this thread talks more about the current and the evolution coming for the web start client?
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On my Windows 2012 VM with only .Net 4, I couldn't get the slave service to start until I installed .Net 3.5.
Ssh slaves will auto update the remote, jnlp slaves (iirc) need to be updated manually.
Ssh on windows is generally a world of pain at some point, YMMV, if your Setting up a few try both and see what works best for you in the long run.