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This wiki page has an example on how to do automatic updates on a normal install of nixos:
https://nixos.wiki/wiki/Automatic_system_upgrades
But this won't work for nixos-generate because nixos-generate doesn't have a configuration.nix file in the booted system.
Here is the code I use for my nixos-generate flake that I use to generate all of the nixos images in my homelab:
https://codeberg.org/jlh/h5b/src/commit/763a873c5bb7a4706ad021ea5ac3634b4efeadce/nodes/common.nix#L113
The way this works is that it includes the flake source code as a folder in the nix store on the booted system, and the nixos-upgrade timer will then use the flake to build an updated version of itself. Note that nixos-generate uses the
packages
output of the flake, while nixos-upgrade uses thenixosConfigurations
output of the flake. I have written the flake so that they build identical systems, but it means there's some code that I had to write twice in flake.nix.Feel free to try it out yourself, though note that you will probably have to rip out the agenix stuff to get it to build.
Nixos isnt really that user friendly yet, but insanely powerful once you understand how it works. Feel free to ask questions if anything seems confusing.