I was having issues with Trailer and Extras. Running Plex on Server 2012 and also a Windows 10 computer. Adjusted the date and time to not sync with the internet time. Corrected the time on the server and computer to this site(use your time zone): time.is . Everything started working. The time was only off by a few(3) minutes before I made this change but it made the difference. Let me know if this works for you.
