Over the past year or two, I've realized the superiority lossless audio files have over lossy audio files. I've ripped quite a few albums in ALAC and now have a sizable library of 66.67 GB of ALAC and AAC/MP3 files. While this syncs perfectly fine with my 80 GB iPod Classic, It obviously will not with my 32 GB iPhone. 128kbps AAC downconversion while syncing offered by iTunes is always an option, however I personally believe 128kbps leaves a lot to be desired. I prefer at least 256kbps. SO.... Would it be better to make a second iTunes library on the same mac with the ALAC files downconverted to 256kbps along with a copy of the rest of my lossy files? (A separate library my iPhone syncs with. Avoids duplicates in the same library but makes syncing libraries overly complicated. Is there a way to easily copy files from Primary iTunes library to a secondary library on the same HDD?) Or should I make a playlist of 256kbps copies? (This would make my iTunes unbearably cluttered with duplicates and I don't think I'd be able to live with it.) Anyone ever tackled this dilemma of disk space vs. quality and have been successful? Disk space on my Macbook isn't a concern because I've upgraded to 1TB internally and have 32GB to spare for a duplicate library. Suggestions? Thoughts? NOTE: Sorry Moderators. I missed the stickied memo about posting in the Mac apps section.