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I have a headless Scaleo Home Server 2205 that I'm thinking of installing Ubuntu Server on. Then on top of that I was thinking of using greyhole and CrashPlan to mimic some of the original WHS functionality. But since it's headless I would have to either fiddle with hooking it up to a graphics card using a 1x-16x pcie adapter etc. I have done it before but it's a bit of a hassle since my graphics card need extra power and the Scaleo can't support that and so on.

I was wondering if it would be possible to run an unattended install of Ubuntu Server from a USB stick or even better, have the setup enable ssh or some other form of communications option during the installation so I could manage the installation from another computer. Does any such solution exist?

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serverfault.com/questions/463/… Is likely what you're looking for. –  sysadmin1138 Dec 7 '10 at 6:37
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This Ubuntu help article describes how to modify the netboot installer to automate things far enough to make SSH available.

Warning: I haven't tested it myself.

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