I know you're using Ubuntu, but you also mentioned possibly bringing an
RPi into the mix.  FWIW the host I showed that has multiple IP addresses
is an RPi running raspian, which uses dhcpcd by default which does not
support multiple IP addresses.  You have to turn off dhcpcd for the
interface, in /etc/dhcpcd.conf:

denyinterfaces eth0

then you can configure the multiple interfaces in
/etc/network/interfaces.d/eth0

See:

https://wiki.debian.org/NetworkConfiguration#Multiple_IP_addresses_on_one_Interface
https://raspberrypi.stackexchange.com/questions/45330/set-multiple-static-ip-in-dhcpcd-conf
https://www.raspberrypi.org/forums/viewtopic.php?t=234861


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