I used to update my port of plexpass in FreeBSD by stopping my jail, and entering the following:
pkg update && pkg upgrade
portsnap fetch update
pkg upgrade plexmediaserver-plexpass
pkg install plexmediaserver-plexpass
This use to work just fine, but at some point along the way the port stopped updating. I have since updated my FreeNAS installation to v11 (stable), but this did not help. I have tried forcing pkg update and pkg upgrade, but this just reports back that the packages are all up-to-date.
I am currently running v1.3.3.3148 of plexpass, but according to freshports, the newest version is v1.8.0.4109.
Here is the link for the freshports page: https://www.freshports.org/multimedia/plexmediaserver-plexpass/
Any help would be greatly appreciated