Hey Brian. You don’t want to upgrade on that server. Your OS is years out of date and I’m pretty sure doesn’t have a docker version that’s compatible with current Discourse. If you try to upgrade you’ll almost certainly break things.
Also, you need to do PostgreSQL 15 update and there isn’t space on your drive to do that.
I still have SSH access to your server. Worst case, I can add your key to the server and give you access that way. You could then create a new Digital Ocean account and migrate from the old droplet to the new one.
If you’ll email me an ssh key I’ll be happy to add it to your existing droplet.