I've found the Squeezeboxes only occasionally and minimally geeky to setup. Largely plug 'n play over my wireless network, but an occasional unplug/plug 'n play when there's a problem. One thing -- my SB2 has noticeably better wireless reception than my SB3. A recently installed repeater has helped. Also, the software is easy and cool in the way you can go multiroom w/the same or different songs, among many other functions.
A/Bing between my Apple Lossless files and the CD, I can hear no difference.
Can somebody pass on the link to the new remote? Does it take it into Sonos territory?