Having Issues With Could Sync - Plex

For Having Issues With Could Sync and the Plex Hello,
I am having issues with could sync. It will transcode the video but then it is stuck in a "waiting to upload state". I have looked though the forum and tried everything I have seen in posts like removing any files in the sync + directory. Additionally when I try to remove anything from the sync tab in the web client it just hangs any help would be appreciated. Logs attached.

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