Okay one more message - I also missed your start9 link (need more ☕️)…
I haven’t played around with Start9 so I don’t know if you can run this container directly on a start9 and point it at a local service… that may work. You would have a separate container for each service including the ui, which could be really annoying.
I do know that you can run these containers from a second server and point them at a service port like http://mystart9:8888 and it will make the holesail connection as if it is running directly on the start9 machine. Still you would have separate connections for each service so I don’t know how realistic it is.
Caveat that Start9 also mentions needing to run over tor and I don’t know how the tor usage impacts everything I mentioned above….