Are you running Plex Media Server on FreeNAS as a plugin, but don’t like waiting for the updates from FreeNAS?
PMS_Updater for FreeNAS is exactly what you need!

PMS_Updated allows you to update the FreeNAS Plex install from CLI with out waiting for the plugin updates from the devs, the updater will connect to your specified jail, download the most recent version of Plex and run the update if needed.

To do so, first we need to either access our FreeNAS console, or login via SSH. (for Windows users, check out Putty)
Once logged into your FreeNAS server, you want to determine what Jail number your Plex server is installed in, to do so execute the following

jls

You will get an output of Jails installed, choose your Plex Server. In this example mine is 1.
Our next line with log into that Jail to update Plex, so be sure to use the number from the jls command above.

jexec 1 csh

The first time you run this, you may need to install the following.

pkg install ca_root_nss
pkg install wget
pkg install perl5

Once in the Jail, we can download the PMS_Update script

fetch -o PMS_Updater.sh https://raw.githubusercontent.com/mstinaff/PMS_Updater/master/PMS_Updater.sh

Or for PlexPass use

fetch -o PMS_Updater.sh https://raw.githubusercontent.com/luluhoc/PMS_Updater/master/PMS_UpdaterPLEXPASS.sh

After the appropriate updater is downloaded, make sure to modify the permissions for the file to execute correctly.

chmod 755 PMS_Updater.sh

And then execute the script.

./PMS_Updater.sh -vv -a

You should now be on the latest version of Plex, you may need to start your Plex Server in the FreeNAS plugins page.

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For a list of known issues and bugs, please check the Issues Page from the Author of this script.
At the time of writing this article (3/23/19), there are 2 known bugs with the current release.

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Forcing an update when all else fails

A few times the script above has failed me, to get around I still execute the jexec for the jail I wish to update.

jexec 1
fetch -o PMS_Updater.sh https://raw.githubusercontent.com/luluhoc/PMS_Updater/master/PMS_UpdaterPLEXPASS.sh
chmod 755 PMS_Updater.sh 

And I then use WinSCP to copy the install files over to the plex jail location. The installers can be downloaded from Plex.tv and choosing FreeBSD.

And then execute the following command. (Just be sure to name the downloaded Plex server files to PlexBuild.tar.bz2)

./PMS_Updater.sh -l PlexBuild.tar.bz2 -vv -a

Do you have a Raspberry Pi, yet aren’t sure exactly what make/model or hardware you have? The following will show you exact details about your device.
From a command line, or SSH session into your Raspberrry Pi, run the following command.

cat /proc/cpuinfo

And look for the line that states – Revision, this can then be cross checked with the list below.

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Revision	Release Date	Model	PCB Revision	Memory	Notes
Beta	Q1 2012	B (Beta)	?	256 MB	Beta Board
0002	Q1 2012	B	1.0	256 MB
0003	Q3 2012	B (ECN0001)	1.0	256 MB	Fuses mod and D14 removed
0004	Q3 2012	B	2.0	256 MB	(Mfg by Sony)
0005	Q4 2012	B	2.0	256 MB	(Mfg by Qisda)
0006	Q4 2012	B	2.0	256 MB	(Mfg by Egoman)
0007	Q1 2013	A	2.0	256 MB	(Mfg by Egoman)
0008	Q1 2013	A	2.0	256 MB	(Mfg by Sony)
0009	Q1 2013	A	2.0	256 MB	(Mfg by Qisda)
000d	Q4 2012	B	2.0	512 MB	(Mfg by Egoman)
000e	Q4 2012	B	2.0	512 MB	(Mfg by Sony)
000f	Q4 2012	B	2.0	512 MB	(Mfg by Qisda)
0010	Q3 2014	B+	1.0	512 MB	(Mfg by Sony)
0011	Q2 2014	Compute Module 1	1.0	512 MB	(Mfg by Sony)
0012	Q4 2014	A+	1.1	256 MB	(Mfg by Sony)
0013	Q1 2015	B+	1.2	512 MB	(Mfg by Embest)
0014	Q2 2014	Compute Module 1	1.0	512 MB	(Mfg by Embest)
0015	?	A+	1.1	256 MB / 512 MB	(Mfg by Embest)
a01040	Unknown	2 Model B	1.0	1 GB	(Mfg by Sony)
a01041	Q1 2015	2 Model B	1.1	1 GB	(Mfg by Sony)
a21041	Q1 2015	2 Model B	1.1	1 GB	(Mfg by Embest)
a22042	Q3 2016	2 Model B (with BCM2837)	1.2	1 GB	(Mfg by Embest)
900021	Q3 2016	A+	1.1	512 MB	(Mfg by Sony)
900032	Q2 2016?	B+	1.2	512 MB	(Mfg by Sony)
900092	Q4 2015	Zero	1.2	512 MB	(Mfg by Sony)
900093	Q2 2016	Zero	1.3	512 MB	(Mfg by Sony)
920093	Q4 2016?	Zero	1.3	512 MB	(Mfg by Embest)
9000c1	Q1 2017	Zero W	1.1	512 MB	(Mfg by Sony)
a02082	Q1 2016	3 Model B	1.2	1 GB	(Mfg by Sony)
a020a0	Q1 2017	Compute Module 3 (and CM3 Lite)	1.0	1 GB	(Mfg by Sony)
a22082	Q1 2016	3 Model B	1.2	1 GB	(Mfg by Embest)
a32082	Q4 2016	3 Model B	1.2	1 GB	(Mfg by Sony Japan)
a020d3	Q1 2018	3 Model B+	1.3	1 GB	(Mfg by Sony)
9020e0	Q4 2018	3 Model A+	1.0	512 MB	(Mfg by Sony)

The above is obtained from eLinux.org