With my limited knowledge in mind:
Have you tried doing the copy in an if loop and redirecting the error output to null? Not sure if it would work with cp, but it does in other commands: 2>/dev/null (iirc)
Not sure what you mean by "mount" in this case, but I used this a couple of times for college classes: http://www.chiark.greenend.org.uk/~sgtatham/putty/ to connect to the servers.
Personally I use Linux for SSH connections
Not sure if you could do it with 1 router and assign different subnet to the wireless (?), haven't tried it before. If not you could always use an include only filter by MAC address.
I've only had a few networking classes and they aren't my forte.
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