Have you tried just dragging and dropping .mid/.jpg/etc files onto the IrDA device under windows?

Unfortunately it doesn't have iRDA. Although this might be considered as an oversight by some, I never really used it on my previous cell phone and didn't (don't) care enough to make sure I have it now

That said, I have read that this specific phone requires over-air Java downloads, presumably something deliberately engineered to generate provider revenue. I also saw some remarks against a $500 piece of software that generically stated Java apps could be uploaded over the USB link so I'm still confused. That software was primarily intended for unlocking (stolen?) handsets and that's where they presumably attached it's value, it's not for me.

I guess I need to keep on hunting and start experimenting. If this was a Nokia phone it could be re-flashed/hacked/reverse engineered and upgraded to be the MkIII empeg but since it's a far less popular Motorola I'm SOL, ho hum