I have just imported my audio library which is in a single firewire 800 external enclosure and all the albums in it were tagged while using it with a mac and iTunes. Each song and album had the meta-data carefully applied and artwork embedded into each song. I have spent over ten years getting it correct and have gone through each song to check that the tags were and are correct. There are 10,816 albums with 140,000+ songs. The import ran smoothly but 37 songs failed to import and were marked as "bad". Afterwords, I checked each of the 'bad' songs and they played through correctly with no glitches in iTunes as well as Logic Pro. The songs that failed to import were not entire albums of songs (i.e. all the songs from an album), but individual songs from 32 separate albums with only a 5 from the same album. None had excessively long filenames. First question is what is likely causing them to be analyzed as "bad" and how can I fix them. I don't mind putting in the effort to deal with the files individually to rectify whatever is needed to allow them to import; but I do very much want to get them in as having albums with missing tracks is unacceptable given the effort I put into constructing this library initially. At least half the music comes from vinyl I have digitized myself in my studio using very high end equipment, and while he percentage of songs that failed to import is statistically very small, each song represents a fair amount of time and effort originally in getting it ripped and tagged.
I have recognized that recent iterations of iTunes on the Mac have been loosing ground and have made the commitment to move to JRiver's Media Center for the PC in order to have the most versatile application available to manage and play my music. I am willing to switch operating systems and applications and put in the work to master the learning curve of doing so, but will only be really happy if all my music can come with me.
So any and all suggestions as to how to make this happen will be greatly appreciated.