Successful Connection To test my connection, I went to my University library and tried to connect to my tailnet. As you can see below, I was able to ping my router gateway while connected to my University WiFi: To update Tailscale, run the following commands: cd /usr/ports/security/tailscale make deinstall make clean make install Installation may take some time. After clean installation, restart the service: service tailscaled restart Check the version to confirm update: tailscale version