I actually started working on a simmilar app about six months ago but I couldn't find the time to finsh it. It's actually about 99% the same as what I had in mind. This is app works great and works perfectly with my usb mp3 player, I'll try it with my SE k750i as well but I see no reason why it wouldn't work as nice too.

It's very complete and altough I don't use them the podcast feature is very nice. High quality software. The only thing I would have done differently is the destination folder part as it is a bit limited as it will only go 4 levels deep. But I have to say this works fine and I guess there won't be any real life problems with it so this is probably a better choice then a choose folder dialog box.

As long as this will be free I won't go on with my app as this is already very complete. If you decide to make us pay for it you can count on some heavy competition though ;)