Updating Plex on Ubuntu 16.04 Server
Get the link for the latest version of Plex from the download page. (Look for the Linux link, find the correct Ubuntu version and right-click > Copy Link Address)
Download the latest version of Plex using wget (and paste the link into the terminal after the wget command)
wget https://downloads.plex.tv/plex-media-server/1.3.4.3285-b46e0ea/plexmediaserver_1.3.4.3285-b46e0ea_amd64.deb
Install the package using the Debian Package installer
sudo dpkg -i plexmediaserver_1.3.4.3285-b46e0ea_amd64.deb
This should update Plex, you may need to reboot your server afterwards. (sudo reboot now). Reloading the Plex page should show everything up to date.