Joel
I don't think that you will be disappointed with the squeezebox but the Roku sure looks nice. Interesting to see that it also supports the slim server protocol which is what drives the squeezebox.
A couple of things to note:
I've just upgraded to G68 from 568.2mm and the G68 relays click everytime I change song on Squeezebox. This is not a fault of the Squeezebox and occurs when digital sync is lost on the connection - my Freeview box causes it too. Apparent Meridian are working on alternative handling of the relays which will ovoid this annoyance. Not sure how it affects the 861.
Alot of people have had much success with streaming over wireless. I initially set mine up as this (really easy - like 60 second job) but had a few really minor glitches so in the end I just hard wired it. Its probably more to do with transient congestion on the Wlan, but I feel happier with 10x the bandwidth of CAT5. Don't let this put you off wireless though. Really wish my Sony Clie Palm could stream the output over WiFi - limitation of the Clie software.
Having problems ith what sounds like center channel interference on logic modes when playing from squeezebox. Using in direct/stereo temporarily but don't think that I had it when I first tried it on the G68. Never a problem on 568 - alway used PLII Music.
Whilst you can sync multiple squeezeboxes, software players cannot be sync'd.
There is a Squeezebox forum at
http://dspeirs.proboards25.com if you need to as questions, but its a much smaller userbase than here. Software updates are frequent.
-Ian