network setup questions, docker related etc

hi gang so i am considering docker for my mini network, intended for personal use and friends. i use an oracle cloud instance (1gb) with velocity installed. thats my reverse proxy as everything is self hosted on my own hardware.

i use tailscale to connect the oracle reverse proxy to my hardware, works fine. I prefer a headless environment but have been simply making folders and slapping the server jars into them, using byobu to easily toggle between the servers i have online. i was looking at kubernetes for a little bit but will definitely go with docker, still learning it and i have casaos installed on my machine just to make that stuff quick and easy, like syncthing and pihole(im lazy)

i think my current goal is to just containerize all of my servers, including the velocity server. is anyone familiar with this approach and has any advice on how it may be set up? or am i overthinking it and should just compose a container for each server. i am getting quite used to just making a folder, wget'ing the jar, and pasting some text from flags.sh to get it going with a script. would containerizing the servers with docker increase the maintenance? thats one concern of mine. another concern is how I even access the console. and by far the biggest concern is security, while it is for personal use, it is publically accessible and do have potential plans in the future.

the network is currently working with no issues, i just want to snazz it up and harden it as much as i can

for reference if needed, i am using headless debian