I actually would urge you not to store lossless on an iPod.  Use FLAC
for your lossless and trancode to mp3 or better aac for sync with the
iPod.  Yes it adds a bit more complexity to the system, however iPods
do not perform well with lossless formats.  Reduces the battery life
ALOT, a 15 hour battery life goes to about 4 hours with lossless.  Also
the iPod is not a prestine audio reproduction device, it does well, but
not well enough for most people to be able to tell the difference
between well encoded mp3 and lossless.  Also you cut your storage
capacity of the iPod to less than 1/4 of what you could store in mp3
format.

edit:  Also the only lossless format that works with the iPod is apples
and that does not work well with many other things.

Forgot one other option you could have, however I never have tried it. 
Anapod is an 3rd party iPod software that does on-the-fly transcoding
from many formats (flac included) to mp3 or aac before transfering to
the iPod.  This of course would make sync time much longer.


-- 
m1abrams
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