It's not a big deal but different than I needed to do with musicmatch. Means I need to rename a lot of files when I rip audio books. Also I don't think the iPod cares about filenames rather it keys off of track title (I think). If I am correct why would the import feature to the iPOD care about duplicate filenames? Shouldn't it care about duplicate track titles?
Anyway this is what I am doing. Usually I have a multi cd audio book either from audible, library etc. When I rip it I need to create a folder for each CD or else I get duplicate track names (unless book has chapter titles). Since I really dont want multiple folders I then need to renumber the file names so I can copy them into one folder. Usually I need to also clean up the ID tags. Using this process every audio book I ripped has the same file names (ie track01, track02 etc) but ID tags that reflect the author, track title etc. I also have to fix the track numbers. Since the ID tags is all that mattered to musicmatch (and xplay for that matter) this was never a problem.
Any ideas?