You currently can send messages to users when you actively stop/cancel their playback from the activity view / now playing dashboard.
https://support.plex.tv/articles/200871837-status-and-dashboard/
This is also where you can easily see who is watching stuff on your server.
Alternatively you can enable and configure Push Notifications (requires Plex Pass):
- enable push notifications on your server (check
Push Notifications
inSettings
>Server
>General
) - configure what messages you want to see on your supported client
https://support.plex.tv/articles/push-notifications/
As for “sending messages”… there’s a popular feature suggestion for that:
–
As your suggested features already exist or have existing suggestions, I’m closing this post to avoid distracting votes.