pinn VS Homeserver

For dual booting look to PINN - I prefer one OS per card as there is less chance of a card error hitting lots of operating systems / running out of space / deleting the wrong partition.

You should be able to achieve that by using PINN. It's an operating system and boot manager for Raspberry Pis (plus more features that you probably don't need).

You could look at PINN https://github.com/procount/pinn as the author is active on the Pi forum.

PINN is a can be found at https://github.com/procount/pinn

After more reading: The "Raspberry Pi Imager" seem to have something similar called "PINN". Is PINN similar to BerryBoot? https://github.com/procount/pinn/blob/master/README_PINN.md

I would not use NOOBS at all now - its way old and PINN is a better option if you do not use multiple SD cards.

You could have a look at https://github.com/gitbls/sdm for image management or PINN as a NOOBS replacement.

NOOBS is deprecated and no longer maintained or recommended by Raspberry Pi. If you still want a NOOBS like installer then use PINN which is an enhanced fork of NOOBS that is still under active development.

I have a similar setup: I'm using ports rather than subdomains. Maybe it can be a good starting point https://github.com/Kwbmm/Homeserver/blob/master/docker-compose.yaml

I am self-hosting a bunch of services, all through docker. I've been having this issue since day 1 I started this project and have never been able to figure out what the hell it's wrong. Basically, on my RPi 3 I use docker-compose to launch the services I've setup here (feel free to take a look at the whole repository), and everything is fine.