BB Bold 9700 :: Music / Memory Card Error

I have an Mac running the Tiger OSX operating system. Because this is an older OS, the BlackBerry Desktop Manager software will not run on my computer. So far, I refuse to pay $170 to upgrade my computer just to run the Blackberry software. Instead, I manually drag my music files from iTunes onto my phone and then organize them later. My problem is as follows:Only some of the music appears on my phone, while much of it does not. At first, I thought this was a DRM issue with iTunes, but some of my downloaded iTunes music does appear and is playable on my BlackBerry.Regardless of how little music appears in my phone's media folder, my BlackBerry memory reflects that I uploaded the FULL amount of my music!Now, the latest problem. When I connect my phone to my Mac and try to delete all the files, they completely disappear from the phone and I still have a massive amount of occupied memory!Failed resolution attempts include: Restarting BlackBerry, battery pull, searching all over my phone's folders via my Mac looking for lost files (none found).