I'm curious about this trivial automation. Let's say the new OS LTS version no longer includes nginx, because it was replaced by a new product with different config. How does the automation figure out what the new server package is and migrate your old Nginx config to the new format?
I agree with Node.js version deprecations being a huge problem and personally advocate for an evergreen WebAssembly platform for running apps. Apps should run forever even if the underlying platform completely changes, and only require updating if the app itself contains something that needs updating.