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In case of Raspbian, you can create a
wpa_supplicant.conf
in the boot partition with:and a empty
ssh
file.For the user config, since bullseye you need to make an account on first boot, that can be done with a
userconf
file, but it's a bit more involved. You can see how to do it at the end of This blog postIm planning on putting debian on it, so I think its slightly different because e.g. theres no raspberry pi user
If you're planning on using plain Debian and the challenges that come with it, you probably should start with one of the pre-built images from the Debian foundation. You can mount the root partition with either a running linux box or WSL2. Then you can chroot into it to setup the wpa_supplicant.conf in the /etc/ folder and ensble sshd.
Thats something like what I'll be trying. I am on a linux laptop so I can do all that.