How to manage a library that is a mix of lossy and lossless filetypes? 2019-04-16 13:50:29 I have a library that is a mix of lossless (ALAC) and lossy (MP3) files. In order to fit all my music files onto my phone I make MP3 copies of the ALAC files and give them the extension "alac.mp3". This way I can copy just the mp3 files to my phone but keep the original lossless files in my library.Here is my problem. I have an old iPod classic and am trying to copy my library onto it using iTunes. If I have an ALAC version of a track I want to sync that version, but if I don't I want to sync the MP3 version of the track. It is possible with iTunes to sync specific file types using smart playlists, but I cannot see a way to copy MP3 files if and only if there is no ALAC version already.Does anyone have a good solution to this problem? Thanks in advance for your help.