I hope you realize not everyone running python is running web apps. There are huge companies that use python for automation and they all run from some computer grid storage (usually NFS) and are imported in the same environment as the client instead of having a server side environment separated from the client side environment.
Man in 2020 if you are SSHing between boxes and upgrading python by hand, you really should invest in some devops. Even 5 hours a week.....