[ashlar]

Any suggestions on best options for storing DVDs for streaming? upload the discs in file format (VOB?), package in iso, etc?

We tried some time ago and it appeared that gDrive had no problem streaming unconverted ISOs for Kodi to work on, if you remember. If that is confirmed, I'd say that's the way to go.

Or you could have one folder per DVD and inside have all *.IFOs and *.VOBs... that way it would prove usefule in case you need to play them without Kodi, on a player not supporting ISOs directly (but I'm not sure if then Kodi would be able to read it as it would need to access multiple files, I'm afraid it would fail... have a try, I'd say).