Take a look at Plaxt 2 is live! Plugin-free alternative for scrobbling Plex plays to Trakt for Plex Pass subscribers and all their shared users!
It’s only requirement is for the server admin to have PlexPass.
In actual fact nobody at all even needs Trakt VIP
(although not a concern in your case)
Individual webhooks can be set for each user to their individual Trakt account.
