UPD June 29 of 2021: log updated after using `FixHostFilePermissions.ps1` and `FixUserFilePermissions.ps1` scripts ```powershell PS C:\Users\VBOX\.ssh> ssh VBOX@localhost -p 22324 -vvv -i C:\Users\VBOX\.ssh\id_ed25519 OpenSSH_for_Windows_7.7p1, LibreSSL 2.6.5 debug3: Failed to open file:C:/Users/VBOX/.ssh/config error:2 debug3: Failed to open file:C:/ProgramData/ssh/ssh_config error:2 debug2: resolving "localhost" port 22324 debug2: ssh_connect_direct: needpriv 0 debug1: Connecting to localhost [::1] port 22324. debug1: Connection established. debug1: identity file C:\\Users\\VBOX\\.ssh\\id_ed25519 type 3 debug3: Failed to open file:C:/Users/VBOX/.ssh/id_ed25519-cert error:2 debug3: Failed to open file:C:/Users/VBOX/.ssh/id_ed25519-cert.pub error:2 debug1: key_load_public: No such file or directory debug1: identity file C:\\Users\\VBOX\\.ssh\\id_ed25519-cert type -1 debug1: Local version string SSH-2.0-OpenSSH_for_Windows_7.7 debug1: Remote protocol version 2.0, remote software version OpenSSH_for_Windows_7.7 debug1: match: OpenSSH_for_Windows_7.7 pat OpenSSH* compat 0x04000000 debug2: fd 3 setting O_NONBLOCK debug1: Authenticating to localhost:22324 as 'VBOX' debug3: put_host_port: [localhost]:22324 debug3: hostkeys_foreach: reading file "C:\\Users\\VBOX/.ssh/known_hosts" debug3: record_hostkey: found key type ECDSA in file C:\\Users\\VBOX/.ssh/known_hosts:2 debug3: load_hostkeys: loaded 1 keys from [localhost]:22324 debug3: Failed to open file:C:/Users/VBOX/.ssh/known_hosts2 error:2 debug3: Failed to open file:C:/ProgramData/ssh/ssh_known_hosts error:2 debug3: Failed to open file:C:/ProgramData/ssh/ssh_known_hosts2 error:2 debug3: order_hostkeyalgs: prefer hostkeyalgs: ecdsa-sha2-nistp256-cert-v01@openssh.com,ecdsa-sha2-nistp384-cert-v01@openssh.com,ecdsa-sha2-nistp521-cert-v01@openssh.com,ecdsa-sha2-nistp256,ecdsa-sha2-nistp384,ecdsa-sha2-nistp521 debug3: send packet: type 20 debug1: SSH2_MSG_KEXINIT sent debug3: receive packet: type 20 debug1: SSH2_MSG_KEXINIT received debug2: local client KEXINIT proposal debug2: KEX algorithms: curve25519-sha256,curve25519-sha256@libssh.org,ecdh-sha2-nistp256,ecdh-sha2-nistp384,ecdh-sha2-nistp521,diffie-hellman-group-exchange-sha256,diffie-hellman-group16-sha512,diffie-hellman-group18-sha512,diffie-hellman-group-exchange-sha1,diffie-hellman-group14-sha256,diffie-hellman-group14-sha1,ext-info-c debug2: host key algorithms: ecdsa-sha2-nistp256-cert-v01@openssh.com,ecdsa-sha2-nistp384-cert-v01@openssh.com,ecdsa-sha2-nistp521-cert-v01@openssh.com,ecdsa-sha2-nistp256,ecdsa-sha2-nistp384,ecdsa-sha2-nistp521,ssh-ed25519-cert-v01@openssh.com,ssh-rsa-cert-v01@openssh.com,ssh-ed25519,rsa-sha2-512,rsa-sha2-256,ssh-rsa debug2: ciphers ctos: chacha20-poly1305@openssh.com,aes128-ctr,aes192-ctr,aes256-ctr,aes128-gcm@openssh.com,aes256-gcm@openssh.com debug2: ciphers stoc: chacha20-poly1305@openssh.com,aes128-ctr,aes192-ctr,aes256-ctr,aes128-gcm@openssh.com,aes256-gcm@openssh.com debug2: MACs ctos: umac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hmac-sha2-512-etm@openssh.com,hmac-sha1-etm@openssh.com,umac-64@openssh.com,umac-128@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-sha1 debug2: MACs stoc: umac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hmac-sha2-512-etm@openssh.com,hmac-sha1-etm@openssh.com,umac-64@openssh.com,umac-128@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-sha1 debug2: compression ctos: none debug2: compression stoc: none debug2: languages ctos: debug2: languages stoc: debug2: first_kex_follows 0 debug2: reserved 0 debug2: peer server KEXINIT proposal debug2: KEX algorithms: curve25519-sha256,curve25519-sha256@libssh.org,ecdh-sha2-nistp256,ecdh-sha2-nistp384,ecdh-sha2-nistp521,diffie-hellman-group-exchange-sha256,diffie-hellman-group16-sha512,diffie-hellman-group18-sha512,diffie-hellman-group14-sha256,diffie-hellman-group14-sha1 debug2: host key algorithms: ssh-rsa,rsa-sha2-512,rsa-sha2-256,ecdsa-sha2-nistp256,ssh-ed25519 debug2: ciphers ctos: chacha20-poly1305@openssh.com,aes128-ctr,aes192-ctr,aes256-ctr,aes128-gcm@openssh.com,aes256-gcm@openssh.com debug2: ciphers stoc: chacha20-poly1305@openssh.com,aes128-ctr,aes192-ctr,aes256-ctr,aes128-gcm@openssh.com,aes256-gcm@openssh.com debug2: MACs ctos: umac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hmac-sha2-512-etm@openssh.com,hmac-sha1-etm@openssh.com,umac-64@openssh.com,umac-128@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-sha1 debug2: MACs stoc: umac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hmac-sha2-512-etm@openssh.com,hmac-sha1-etm@openssh.com,umac-64@openssh.com,umac-128@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-sha1 debug2: compression ctos: none debug2: compression stoc: none debug2: languages ctos: debug2: languages stoc: debug2: first_kex_follows 0 debug2: reserved 0 debug1: kex: algorithm: curve25519-sha256 debug1: kex: host key algorithm: ecdsa-sha2-nistp256 debug1: kex: server->client cipher: chacha20-poly1305@openssh.com MAC: compression: none debug1: kex: client->server cipher: chacha20-poly1305@openssh.com MAC: compression: none debug3: send packet: type 30 debug1: expecting SSH2_MSG_KEX_ECDH_REPLY debug3: receive packet: type 31 debug1: Server host key: ecdsa-sha2-nistp256 SHA256:jbvUqyL3tAVcsKqAXkPH2jmV7FbAgroeneGHgZvjJK4 debug3: put_host_port: [::1]:22324 debug3: put_host_port: [localhost]:22324 debug3: hostkeys_foreach: reading file "C:\\Users\\VBOX/.ssh/known_hosts" debug3: record_hostkey: found key type ECDSA in file C:\\Users\\VBOX/.ssh/known_hosts:2 debug3: load_hostkeys: loaded 1 keys from [localhost]:22324 debug3: Failed to open file:C:/Users/VBOX/.ssh/known_hosts2 error:2 debug3: Failed to open file:C:/ProgramData/ssh/ssh_known_hosts error:2 debug3: Failed to open file:C:/ProgramData/ssh/ssh_known_hosts2 error:2 debug1: Host '[localhost]:22324' is known and matches the ECDSA host key. debug1: Found key in C:\\Users\\VBOX/.ssh/known_hosts:2 debug3: send packet: type 21 debug2: set_newkeys: mode 1 debug1: rekey after 134217728 blocks debug1: SSH2_MSG_NEWKEYS sent debug1: expecting SSH2_MSG_NEWKEYS debug3: receive packet: type 21 debug1: SSH2_MSG_NEWKEYS received debug2: set_newkeys: mode 0 debug1: rekey after 134217728 blocks debug2: key: C:\\Users\\VBOX\\.ssh\\id_ed25519 (00C5F880), explicit debug3: send packet: type 5 debug3: receive packet: type 7 debug1: SSH2_MSG_EXT_INFO received debug1: kex_input_ext_info: server-sig-algs= debug3: receive packet: type 6 debug2: service_accept: ssh-userauth debug1: SSH2_MSG_SERVICE_ACCEPT received debug3: send packet: type 50 debug3: receive packet: type 51 debug1: Authentications that can continue: publickey,password,keyboard-interactive debug3: start over, passed a different list publickey,password,keyboard-interactive debug3: preferred publickey,keyboard-interactive,password debug3: authmethod_lookup publickey debug3: remaining preferred: keyboard-interactive,password debug3: authmethod_is_enabled publickey debug1: Next authentication method: publickey debug1: Offering public key: ED25519 SHA256:Y/Jut0ibqUW9eflGB80oK2gxGsWxsvos/Op6hKtw3vg C:\\Users\\VBOX\\.ssh\\id_ed25519 debug3: send_pubkey_test debug3: send packet: type 50 debug2: we sent a publickey packet, wait for reply debug3: receive packet: type 51 debug1: Authentications that can continue: publickey,password,keyboard-interactive debug2: we did not send a packet, disable method debug3: authmethod_lookup keyboard-interactive debug3: remaining preferred: password debug3: authmethod_is_enabled keyboard-interactive debug1: Next authentication method: keyboard-interactive debug2: userauth_kbdint debug3: send packet: type 50 debug2: we sent a keyboard-interactive packet, wait for reply debug3: receive packet: type 51 debug1: Authentications that can continue: publickey,password,keyboard-interactive debug3: userauth_kbdint: disable: no info_req_seen debug2: we did not send a packet, disable method debug3: authmethod_lookup password debug3: remaining preferred: debug3: authmethod_is_enabled password debug1: Next authentication method: password debug3: failed to open file:C:/dev/tty error:3 debug1: read_passphrase: can't open /dev/tty: No such file or directory VBOX@localhost's password: ``` P.S.: на моменте запроса пароля пользователя Windows подключение прерывается вручную, т.к. целью является обойтись ключом. А ключ в свою очередь не запаролен.