I would be looking into the Plex Media Server.log at all log entries starting with all requests from the web client app with all requests following the first request that is for a GET /hubs/home/recentlyAdded?type=xx and up to the point when you open the first photo and click the < and the including the requests for the trailer
Ideally for a test where we know it is going to go wrong to have both debug and verbose logging
and would need the furst 4 lines of the log file which confirms the environment and version.
The forums is the place where logs are posted - zipped.
you can if you must add a password to the zip and send it to me by PM and if any other member of the support team / ninja needs it to follow up, you can send them password privately
We have a forums FAQ relating to logs