I had the same problem, as you can see a few threads below and in the end I just gave up and bought a lovely little SanDisk usb stick/SD card reader. It works great and is also much faster than the USB cradle of the BeoSound 2. My dealer did offer to make it work, but I haven't taken it there yet, because I don't really miss it now.

I know I'm not helping you much here, but this is what I did and it works pretty well for me.

Nick12345,

 I am about to transition to Leopard, and would be pleased if you can outline how to get the B&O cradle to work? I have found quite a few problems with the USB card reader solution and have abandoned it in favor of the (slower) cradle which gives consistent results.

Thanks

It's not an easy or fun thing to do - but it seems to me the only way it works.

B&O can't even help on this.

I started off by completely resetting the BS2 and using a "clean" card.  The important thing is that the software has been upgraded (which I hope yours has)  - if not you'll need a PC to do this. Following the instructions on the bo.com website will get you the correct sortware.  Don't forget afterwards to put the BS2 into itunes mode.  Then connect the lot to your mac and switch to USB (2seconds GO).  It should then install the new software for mac. Leopard only works when the software has been upgraded on a PC.  

Now the problems start:

Leopard and BS2 do not really like each other.

I then got the Beosound 2 icon in itunes and started to assign playlists. The music I marked in the library then under Advanced converted all the Music to mp3 format - fished it out of the library and dragged and dropped to the playlists.  I never knew that itunes and ipods/phones are just as happy with mp3s - the only problem being noe is that you have copies of the originals now as mp3. If you can work out an easier way to handle it - please let me know.

And if you need anymore tips - please let me know.  Took me ages to get it set up but I don't regret it - the quality is so much better as my iphone.