

Just focus on one project at a time, break it out into small victories that you can celebrate. A project like this is going to be more than a single weekend. Just get proxmox up and running. Then a simple VM. Then a backup job. Don’t try to get everything including tailscale working all at once. The learning curve is a bit more than you’re probably used to, but if you take it slow and focus on those small steps you’ll be fine.
Not at all. Proxmox does a great job at hosting VMs and giving a control plane for them - but it does not do containers well. LXCs are a thing, and it hosts those - but never try to do docker in an LXC. (I tried so many different ways and guides and there were just too many caveats, and you end up always essentially giving root access to your containers, so it’s not great anyway). I’d like to see proxmox offer some sort of docker-first approach will it will manage volumes at the proxmox level, but they don’t seem concerned with that, and honestly if you’re doing that then you’re nearing kubernetes anyway.
Which is what I ended up doing - k3s on proxmox VMs. Proxmox handles the instances themselves, spins up a VM on each host to run k3s, and then I run k3s from within there. Same paradigm as the major cloud providers. GKE, AKS, and EKS all run k8s within a VM on their existing compute stack, so this fits right in.