You should use debug logging only, unless verbose is requested by Plex - verbose logging fills up the logs very quickly with mostly redundant info.
To make troubleshooting the logs easier, your should:
Make sure debug logging is enabled (Not Verbose)
Quit Plex Server
Give the server 1 minute or so to properly shutdown
Start Plex Server and give the server 3 or 4 minutes to perform start-up tasks
Start playback of an item that exhibits the problem and playback the item until behavior occurs.
Make sure that you aren’t doing anything else with the server during this test!
Wait a few minutes and grab log files and attach them to your next post.
