Thanks for the advice guys, but you're misunderstanding the problem a little..
There is nothing at all wrong with the files themselves. that's ruled out.
It can only be the HARD DRIVE itseld, the HD Controller, or possibly connections between them.
This happens in a sporadic way on any midi file and it not repeatable either. It doesn't even turn out the same way. Sometimes the music will just stop and sustain as if the pedal was pushed and then a couple of seconds later it comes back and it sounds like it's played everything it's missed all in a rush and keep going. At that point even the metronome meter may not match what it's playing anymore.
The other major thing is that it just stops plauing and goes blank and to a screeen that says [I/O] ERROR.
Then I have to restart it and if I'm lucky, the hard drive will show. If not, it'll only keep trying to boot from a floppy and its restarts again.
It stopped doing it just over two weeks ago so I'm praying it's an anomaloy that will stay away enough for me to get through this next month. then I'm not such a crazy schedule.