Maybe mike could figure out how do that with jemplode?

Jemplode will already do something similar. If you upload a directory that is already on the empeg it will only sync the new files. Not quite as good as it could be since it won't pick up changed or deleted files, but still useful. emptool if supposed to do this as well although it never worked properly for me.
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EmpMenuX - ext3 filesystem - Empeg iTunes integration