yeah, that's what I have now. I see the path to letting nomad deal with the addressing (rather than specifying static ports), but setting up a route in caddy for a new service would still be manual. I expect you could do some fancy scripting/go templating with the caddyfile and template block to make it spin up new routes more "automatically", but at that point I think you'd be better off seeing what Consul could do for you. Or traefik discovery with tags, I expect that could be convinced to work with Nomad, not that I've tried. (edit, seems like yes [0])
And I'd agree that the volume story isn't great compared to what I know of k8s. There's info out there for setting up NFS volumes, or something like portworx or ceph, but that's going beyond what I want to do for 1-3 pet nodes on a home server, I can deal with volumes staying bound to a node.
[0] https://traefik.io/blog/traefik-proxy-fully-integrates-with-...