You have been in lala land for too long. That list of things to do is insane. Venv is possibly one of the worst solutions around, but many Python devs are incapable of seeing how bad it is. Just for comparison, so you can understand, in Ruby literally everything you did is covered by one command bundle. On every system.

There’s a good document from the SWAG reverse proxy that explains it all. I reverse proxy everything on my unraid server through swag and have for years.

Man we need a giant comparison table. I looked into these but have been trying out SiYuan.