I was admittedly messing with a network interface, I was attempting to figure out how to set one up so that I could use the VPS as my AMPRNet gateway and I use one of the 8 IPs they assigned me. Probably what happened is I messed up configuring a tunnel interface, and after I tried restarting netplan, I couldn't log back in, the faulty config file I think is /etc/netplan/90-amprnet.conf.
I have often learned things by breaking them, and then I feel like an idiot when the answer becomes clear.