Will Not Update Status

I have 2 plex servers each are on the same box. And while the program syncs some info. It does not sync it all. Shows as one of my home manages users that are indeed watched on server 1 will not reflect on server 2.
The logs appear to be making some of the updates just not the complete update.
What troubleshoot can I do to help track the issue down?

Reproduce the sync with two Plex servers on the same box and compare the watched-status results for the affected home-managed user. Start by reviewing the logs and identify which updates are applied versus missing; done should include a specific reproducible failure and enough evidence to guide a fix.

Written by the indexing model from the issue text.