this post was submitted on 09 Oct 2024
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Lately I noticed that when I want to ssh to a server using a password I need to specify -o PubkeyAuthentication=no or I won't be asked for a password and the authentication will fail (well, for all I know, setting some other option may work too).

I use password authentication only once on freshly installed servers/vms, so it's not a huge deal, but... it still bothers me (mainly because I don't remember which option to set).

Do you guys have any idea what it may be?

client's ~/.ssh/config

Host 127.*.*.* 192.168.*.* 10.*.*.* 172.16.*.* 172.17.*.* 172.18.*.* 172.19.*.* 172.2?.*.* 172.30.*.* 172.31.*.*
  LogLevel quiet
  Stricthostkeychecking no
  Userknownhostsfile /dev/null

Host *
  ForwardAgent no
  AddKeysToAgent no
  Compression yes
  ServerAliveInterval 10
  ServerAliveCountMax 3
  HashKnownHosts no
  UserKnownHostsFile ~/.ssh/known_hosts
  ControlMaster no
  ControlPath ~/.ssh/master-%r@%n:%p
  ControlPersist no

server's /etc/ssh/sshd_config (it's from the nixos install iso)

AuthorizedPrincipalsFile none
Ciphers chacha20-poly1305@openssh.com,aes256-gcm@openssh.com,aes128-gcm@openssh.com,aes256-ctr,aes192-ctr,aes128-ctr
GatewayPorts no
KbdInteractiveAuthentication yes
KexAlgorithms sntrup761x25519-sha512@openssh.com,curve25519-sha256,curve25519-sha256@libssh.org,diffie-hellman-group-exchange-sha256
LogLevel INFO
Macs hmac-sha2-512-etm@openssh.com,hmac-sha2-256-etm@openssh.com,umac-128-etm@openssh.com
PasswordAuthentication yes
PermitRootLogin yes
PrintMotd no
StrictModes yes
UseDns no
UsePAM yes
X11Forwarding no
Banner none
AddressFamily any
Port 22
Subsystem sftp /nix/store/78mv13w9mgh0s0rd7rnr6ff4d7a39bpd-openssh-9.7p1/libexec/sftp-server 
AuthorizedKeysFile %h/.ssh/authorized_keys /etc/ssh/authorized_keys.d/%u
HostKey /etc/ssh/ssh_host_rsa_key
HostKey /etc/ssh/ssh_host_ed25519_key

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[–] cdombroski@programming.dev 5 points 3 weeks ago

Having 3 or more identities often causes authentication to fail before it gets around to trying password authentication (or even all the possible keys). Recommend configuring the client to turn off PubkeyAuthentication by default (so that hosts that you don't have a key for will prompt for a password) and specify which key to use on the appropriate hosts using IdentityFile (might need to specifically turn PubkeyAuthentication back on, I don't remember how openssh handles having a default host block with specific host blocks)