With Plex Pass, Syncing to multiple devices cause content to disappear; how can I resolve this?

One main account; multiple devices (cell phones, tablets, and so on). Attempting to sync movies on various devices, but each time causes the last device to lose all content. How do I get around this limitation? This is part of what I though Plex would allow (multiple syncs to multiple devices).

Case example:
My tablet, my wife’s tablet. Synced movie for our daughter to watch her favorite movie (same title). The last device to sync, gets the content. The previous device loses ALL content (not just the synced favorite movie, but ALL objects synced).

This is a major problem with the product if working as intended.

Thank you.