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...cd /etc/ssh/ $ ssh-keygen -t rsa -f ssh_host_rsa_key_2 $ `which sshd` -ddd -p 23 \ -oHostKey=/etc/ssh/ssh_host_rsa_key \ -oHostKey=/etc/ssh/ssh_host_rsa_key_2 Note that both keys are loaded: debug1: private host key #0: ssh-rsa SHA256:xlqcusIXWGVZHjhv4HCW8mE5UfJi/rv6feiIL5sL9kE debug1: private host key #1: ssh-rsa SHA256:HkcubZ7yV//gGxmHhOnB72gdy0nWnlNkkgBkwMHS9t4 Also note that host key algorithms has duplicate strings. This probably should not be happening: debug2: host key algorithms: rsa-sha2-512,rsa-sha2-256,ssh-rsa,rsa-sha2-512,rsa-sha2-256,ssh-rsa [preau...