I once tried to put an mp3 on a relative's iPhone. I tried connecting it to our PC, and do it with iTunes, but it turned out I couldn't do it. Or it was some ridiculous contortion performance. I just told my relative that he shouldn't ask me to help with Apple devices. If you want one apple device you have to replace all your infra with apple devices, and learn to live in the walls built by apple and forget about files or any kind of agency independent of your apple overlords.