No Music from a Mac

Has anyone transferred music files to the Droid from a Mac?
Songs that were installed not purchased through itunes do not transfer.
I am also having problems "ejecting disk". I have to turn the Droid off, then on to allow for sd card to be recognized again. I did download from Amazon Mp3 without any issues. I upgraded from my LG Dare that had the same issues with getting music and video onto the sd card. Please reply with any info on this.