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If I had a Linux machine, I'd be able to enter the password for the encrypted boot disk in a serial terminal during the boot process, via another machine connected to the serial port I can SSH into.

Is there a way I can do this with macOS as well?

Or is there maybe another setup that allows me to unlock FileVault during boot remotely?

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You can reboot the system without requiring password entry using the fdesetup utility:

sudo fdesetup authrestart

See man fdesetup for details.

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  • Yes, but unfortunately that doesn't work for cold boots, just reboots. – damiano May 30 '18 at 14:52

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