On windows I think you need a HDMI dummy plug as others mentioned here before but Linux has to have a way to run headless. You can run Linux in Qemu without a connected display. If you find anything on why it’s not booting please let me know!
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Linux supports it, but (some?) motherboards won't boot without a display connected. I had this issue recently when I converted my old PC to a NAS and I had to buy a dummy plug.