flip

No system worked better for me than hledger - a doubly entry accounting tool for text files. It is super extensible, privacy focused and will be usable in 20 years still. No other tool has helped me stay on top of my finances as well as this, and I have tried them all. This is very subjective of course, but you might want to give it a try.

Yes, traefik can do that as well - just point your domains to the VPS and set up yout traefik rules. Traefik will properly create certificates and route accordingly.