What I do is rip CDs to Apple Lossless, then I encode the entire album to 160k. So duplicate files exist, one per track of Lossless and 160k. I then copy the 160k tracks to the Touch. Lastly, I delete the 160k files from the iTunes library since I use Apple Lossless at the house.
I think I need to do it differently now. The time has come to make this easier

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In the future, should I setup 2 separate libraries - 1 with the Lossless, 1 with the iPhone music and sync the iPhone to the "iPhone" iTunes library?
What's the best way to go forward in the future? I have a Mac Mini, new MBP 13.3", and an iPhone. I currently have my Lossless library on my external hard drive which is accessible currently only by the MBP when I use my desk...
Ugh..
Back to the original question - is there a FREE Mac OS X app to rip songs off an iPod, MAINTAINING the play count and ratings? I looked at iRip and it works (demo version) but just trying to avoid a $20 shell out

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