Download views not syncing

Server Version#: Version 1.41.2.9200
Player Version#: Plex for Mac Version 1.41.2.9200

I have a set of large music movies that I like to watch/listen to throughout the day. I have them downloaded rather than streaming all the time. The challenge is that it seems that when I’m just watching them from the Downloads, that it doesn’t count towards the activity/views in the server.

I was under the impression that this would sync at some point, am I missing something? It only shows 1 play for one of the videos that I watched from the same mac player but before I had downloaded them (so, streaming), but I’ve watched several of them just this week and nothing is synced in terms of activity.

Anything I should look into?

Thanks.

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