Hi!
I am a newbie at freenas and i am not a master at Plex either. I am a plex pass user but i am not sure how to update to plex pass version. This might be a old post but i give it a shot 
I used synology before and there you could download the new package and upload to plex pass version. I hope there is easy way for freenas.
I am thinking of make a fresh install of plex media server or maybe upgrade to freenas 11 and reinstall plex.
I tired these commands but that made my confused.
@paradoxhub said:
SSH into the server with root.
# jls
# jexec 1 tcsh (ID# or Name of the jail)
# pkg upgrade plexmediaserver-plexpass
~Fetching files etc, proceed Y/N? Yes twice.
After installation, restart Plex with:
# service plexmediaserver_plexpass restart
Updating FreeBSD repository catalogue…
FreeBSD repository is up-to-date.
All repositories are up-to-date.
Checking integrity… done (0 conflicting)
Your packages are up to date.
And when i restarted plex "service plexmediaserver_plexpass restart "
i got this message
Cannot ‘restart’ plexmediaserver_plexpass. Set plexmediaserver_plexpass_enable to YES in /etc/rc.conf or use ‘onerestart’ instead of
‘restart’.
I tried to ssh with putty as root user but not sure what to do. Please if there is someone that could guide i would appreciate it.
When i logged in to the plex server by the web. I noticed there was a setting that i hoped could help me in the matter.
First page under server and settings “Server version updates” “Automatically during scheduled maintenance” and “Updating channel” “Plex Pass”

I would really appreciate your help.
FreeNAS-9.10.2-U6 (561f0d7a1)
Motherboard: ASRock Z97 Extreme 6 - ATX / Intel Z97
Ram: Corsair Vengeance Pro 32GB (4x8GB) / 2400Mhz / CL11 / CMY16GX3M2A2400C11R
CPU: Intel Core i7-4790K - 8 threads / 4,0GHz (4,4Ghz Turbo) / 8MB / Socket 1150
OS Hard drive: Samsung SSD 750 EVO 250GB (MZ-750250BW)
Hard drive: WD Intern Hard drive Red 3TB (8x3TB)SATA III (IntelliPower / 64MB Cache / WD30EFRX)
Graphic card: MSI GeForce GTX 1050 Ti 4GB (GTX 1050 Ti 4GT OC) (i hope plex will soon support hardware transcoding)