Until you have it write a github action that uses a bash script to process a directory structure with spaces in the names. Never seen ChatGPT so confused before.

Yes normal password but it happens super early on mine, and once you log in there is a boot progress bar afterwards. This is an Intel Mac, might be different on apple chips.

Mac will ask you to “log in” very early in the boot process to decrypt the disk, I assume it keeps the drive key encrypted with your password somewhere.