Plex Sync/Plex Webhook no longer syncing my watched episodes

I have a problem with Plex Sync/Plex Webhook. Plex Sync is correctly connected to my Plex server, the Webhook is correctly set in my server (and has been for many years), both says that their most recent sync/event was on 10 May 2026 17h31, and despite this I’m still missing watched episodes/movies for the last 7 days. I forced a sync yesterday and it didn’t import my watched episodes. I had to manually mark them watched.

I checked the PMS logs with “trakt” keyword but I only see requests with error codes 200, 424 and 415, so nothing out of the ordinary if I understood correctly.

Here is a screenshot of my settings: “Watched” is enabled

Just an observation, but it looks like you have the same items scrobbling enabled on both the webhook and Plex Sync.

Would that cause any problem? I guess trakt distinct events otherwise they would have added a warning to prevent users having duplicates. That would be a big source of issues/posts in the forum to deal with.