The playlist did not previously exist. I imported multiple playlists but they all had different names. I think the key is to find the offending entries and reverse-engineer the potential cause. On that note I tried to open and re-save the playlist in winamp to see if it formatted the data similar to...

I'm making the switch from iTunes to MediaMonkey (Gold) and I couldn't be happier. Other than some difficulties that are perpetuated by my own inexperience I have little or no issue. That being said I accidentally deleted what I thought were duplicate playlists from my iTunes import (My computer cra...