Selfhosted
A place to share alternatives to popular online services that can be self-hosted without giving up privacy or locking you into a service you don't control.
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https://github.com/philpagel/debian-headless
It is possible but I wouldn’t do it. Too much effort for too little result.
Just plug your main monitor / keyboard into the server, run the setup and don’t install a DE. Afterwards login, enable SSH, unplug the monitor and do whatever you need over SSH.
Let’s face it, you’ll have to do this procedure once every xyz years, there’s no point in complicating this stuff. Also depending on your motherboard you may or may not be able to boot into the installer without a screen / keyboard attached. Another option is to install the OS in another computer and the move the hard drive to the target server - this is all fine until you run into UEFI security or another detail and it doesn’t boot your OS.
All I have is a laptop. I'm getting these machines for free from a friend
Take out the hard drive out of your laptop and put the drive for the server in it, install Debian using the built in monitor and keyboard of your laptop.