Hey there Joshs,
Very clean looking system and incredible view!
I'm sure that you will love your Squeezebox! Are you planning on using the analog outs or going through a separate dac?? For the last year and a half I've been ripping my cds as wav files through i-tunes and using the digital out with a Peter Daniel dac kit from diyaudio.com. I don't know how savvy you are with a soldering iron, but this kit at around $300 sounds really incredible and was easy to build. It is a filterless non-oversampling dac with a very open sound.
Good luck!
Nate