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While I agree with most people here that finding a keyboard and screen would be the easiest option, you do have a couple of other options:
Use a preseed file A preseed lets the installer run completely automatically, without user intervention. Get it to install a basic system with SSH and take it from there. You'll want to test the install in a VM, where you can see what's going on before letting it run on the real server. More information here: https://wiki.debian.org/DebianInstaller/Preseed
Boot from a live image with SSH Take a look at https://wiki.debian.org/LiveCD in particular 'Debian Live'. It looks like ssh is included, but you'd want to check the service comes up on boot. You can then SSH to the machine and install to the harddrive that way. Again, test on a VM until you know you have the image working, and know how to run the install, then write it to a USB key and boot the tsrget server from that.
This all assumes the target server has USB or CD at the top of its boot order. If it doesn't you'll have to change that first, either with a keyboard and screen, or via a remote management interface sych as IPMI.
I did look at Preseed and it's probably a good idea if I'm doing many installs at once. I will still look at it but I'll likely have to purchase a monitor anyway. It is unfortunate because I don't have any thrift stores nearby
It's going to be a balance between your time getting an automated approach to work and the cost/effort of getting a monitor. Getting preseed working can be a bit fiddly, but it does mean you've learnt a new skill, getting a monitor sounds like it'll be a pain, and you might only need it once.
Exactly. It's junk after that
Putting a simple preseed file on a debian install image is probably going to be your best bet. Assuming you can run a VM on your current machine it shouldn't be too difficult to test it until you're happy with it.
I'll have to try that. Thanks!
example preseed file which I use to provision new servers (VMs)
Thank you!