I tried added a key file and even a password txt but both lead to it still asking for me to type in the password.

Is it because the drive is encrypted? I tried placing the files at /, /boot, /root, /etc

Edit1: I’ve tried to install dropbear and give it ssh keys. I will try to reboot in the morning and see what happens

Edit2: signing in via ssh just says port 22 rejected not working :(