There is a silver lining, the suggestion Tesla will officially support wireless controllers soon. I wonder which they will officially support though.
As for sharing of usb music. Tesla could move to wireless for this too, have an in car wifi hotspot and support connecting to samba/network file shares. The official Tesla App could even help enable this itself, sharing files stored on the phone. I do mean via WiFi and not Bluetooth, so no loss of audio quality.
The same functionality, no loss of quality but with the advantage of no cables to worry about. It's all possible.
Even sentry mode could be cloud based for the files, if Tesla wanted to.