I think that whenever we're dealing with lossless music, we have to maintain two libraries regardless. Most people would not want to load their ipods with lossless music. Perhaps some might.
While not an ideal solution, Apple has addressed the similar problem with video by throwing in an extra standard def version of any high def video downloads so that we can have the standard def version for transportability on the ipod/iphone.
The WMA lossless files can easily be batch-converted to Apple Lossless if you do want lossless music for use in iTunes. I think that with the BeoSound 5, the individual user finds a method that works well for his individual needs. For example, I'm happy with having the bulk of my music library in AAC iTunes Plus on both the BeoSound 5 and in my iTunes library. I've been re-ripping some of my favorites in WMA Lossless for the BeoSound 5 while keeping the old iTunes Plus versions in iTunes for use on my iPod and iPhone. I really can tell a difference with the lossless music; however, I wouldn't feel the need to have that extra quality for most of my music.
Gapless music seems to be a big concern for you. That's certainly fair. Maybe if you keep advocating it, B&O will listen. I remember when you were pushing for an entry-level tv in the U.S. and we finally got one. I, personally, see more important corrections/features needed for the BeoSound 5. For example, the capability of removing selected songs/albums from MOTS (which B&O has promised will happen). It does get irritating hearing Christmas music randomly playing in June. LOL