Wireless setup for server (netplan)

Question

I've tried this solution: Connecting to new Wifi network and looked here: https://netplan.io/examples

However, my interface isn't being assigned an ip or anything.

If I enter networkctl it shows that the device is stuck "configuring", as well as having "no carrier".

After I type netplan apply my wireless interface flashes its LED once and then nothing. I feel blind, is there a way to confirm it's attempting to connect to the network? What am I missing?

I've tried dhcp and separately, using static ip/gateway address in the .yaml file.

I've also confirmed the wireless device and network password are working by booting the same machine onto a desktop version of Linux and connecting to the network.