2017-05-20, 17:57
I figured I'd add an update in case anyone was lurking. For anyone who was hoping for a feature like this, I hacked together something for autoexec.py that will autoresume your media after shutting down/restarting Kodi. Caveats are that you have to make userdata/playlists writeable and you have to enable http services.
https://pastebin.com/LCVHS90E
https://pastebin.com/LCVHS90E