Camera Upload misfunctioning

Hi,

so I started with Camera Upload. Took a day to upload my 5000+ photos. Some seem to have been loaded from iCloud from the plex app and then uploaded to the server.

Next day when I started the upload again it claimed that 2000 are missing (which is inconsistent with the data one day before). One big file (apparently a MOV) is being downloaded, then upload to plex starts and finishes a few milliseconds later. Upload then appears to be finished. Next manual update: Same thing.

Seems to simply “hang” there. I was not able to find anything apparent in the logs. What should I be looking for or supply in order for this to be found?