Plex Trakt Webhook Scrobbler - Not Working

I have been trying to get this working for months. At some point in January, everything stopped scrobbling. I worked with Trakt support for over a month, but they couldn’t find anything wrong in the logs. I don’t know if I’m posting this in the right place because I’ve been searching through the forums for over a month now. I wonder if the issue is related to the constant updates available for the Linux media server. Any advice on how to get this working would be great!

EDIT: Just to clafiy, I do have both a Lifetime Plex Pass and Trakt VIP subscription.

Server Version#:Ubuntu
Player Version#:

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