When installing VMWare tools in my Mavericks VM, I got an error that VMWare tools can’t be installed due to an expired certificate. (resetting the clock doesn’t help… 😉

VMWare Tools can be downloaded from VMWare update server, e.g.:

https://softwareupdate.vmware.com/cds/vmw-desktop/fusion/11.5.3/15870345/core/

The downloaded TAR contains a ZIP.
The ZIP contains the OSX Fusion app.
The Fusion app (in its package content) contains the VMware tools ISO files.

darwin.iso for newer OSX versions.
darwinPre15.iso for older OSX versions, such as Mavericks

The full paths are:
com.vmware.fusion.zip\com.vmware.fusion\payload\VMware Fusion.app\Contents\Library\isoimages\darwin.iso
com.vmware.fusion.zip\com.vmware.fusion\payload\VMware Fusion.app\Contents\Library\isoimages\darwinPre15.iso

Mount the according ISO image to your client, install VMWare tools.

ping ubuntu1804server
ping: cannot resolve ubuntu1804server: Unknown host

can be solved by installing libnss-mdns in the guest OS.
The guest can now be addressed by

ping ubuntu1804server.local

Since Plex offers offical packages for raspberry systems, installing plex got really easy. The official installation documentation can be found here but misses a few steps when setting up on a freshly setup raspi:

curl https://downloads.plex.tv/plex-keys/PlexSign.key | sudo apt-key add -
sudo apt install apt-transport-https
echo deb https://downloads.plex.tv/repo/deb public main | sudo tee /etc/apt/sources.list.d/plexmediaserver.list
sudo apt-get update
sudo apt-get install plexmediaserver