Paul, I would doubt that this is off topic - the way I read this, is member JLM looking around at options, and folks posting their thoughts.
sure, the initial request is about downloaded music, but sharing your experience with ripping, and your direction with doing so, makes sense to me.
I am waiting a while, to see where this SB2 thing is going - not to say that I don't want one, but I don't want to again be getting the early, or middle mods for something - I have been on the early curve for a few things lately, and am waiting this one out for a little longer.
Most of the music I want to listen to is on cd, captive in my house, or on the drives of friends, so I expect to invest in an outboard HD, and then hook it up in the basement, full of ripped music, in FLAC, and run the SB wired. Just my thoughts.
If I start reading more about great wireless experiences, in the suburbs, and including 2 floors of separation between PC and SB2, then I will feel more comfortable with the wireless thing.
Now THAT was off topic!
Hope that eventually the SB2 will support downloads for such formats including DRM, and since the company appears to be forward thinking (support LINUX, willing to partner with modders etc), I suspect it will happen.