Hi Nathaniel238389759rfj,
Sorry for the inconvenience caused, we have tried the same scenario in "XD-50", but unfortunately I could not be able to reproduce this issue.
Could you please let us know:
1. In which version of XD, you are facing this issue.
2. Which platform - Mac or Win
3. Is it file specific or with all files
4. If possible please attach screen recording.
5. Make sure that before closing the XD, the file has been properly saved to cloud.
Thanks & Regards,
Chaitanya