usually all devices should be asking you for username+password.
Personally I don't use username+password too often, so cannot share too
much experience here.

One possibility to solve you problem might be to use a secure internet
connection for streaming via 3G. Then you won't need the
username+password in the Squeezebox Server.

As you say you have a Windows 7 Server running, you need to find some
way to install a SSH-Server on it.
A quick Google Search revealed the following tutorial: 
http://www.techmalaya.com/2009/08/05/setup-ssh-server-for-windows-freesshd/

Steps don't look too complicated.

If this is working, you can work from there with my own tutorial about
setting up a SSH tunnel for SqueezePlayer, see here: 
http://www.squeezeplayer.com/2011/05/3g-part-5-secure-your-communication-channel/


-- 
bluegaspode

Did you know: *'SqueezePlayer' (www.squeezeplayer.com)* will stream all
your music to your Android device. Take your music everywhere!
Remote Control + Streaming to your iPad? *'Squeezebox + iPad =
SqueezePad ' (www.squeezepad.com)*
Want to see a Weather Forecast on your Radio/Touch/Controller ? => why
not try my 'Weather Forecast Applet'
(http://forums.slimdevices.com/showthread.php?t=73827)
Want to use the Headphones with your Controller ? => why not try my
'Headphone Switcher Applet'
(http://forums.slimdevices.com/showthread.php?t=67139)
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View this thread: http://forums.slimdevices.com/showthread.php?t=87364

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