I am trying all possible ways to connect to SFTP server -- For this code client = paramiko.SSHClient() client.set_missing_host_key_policy(paramiko.AutoAddPolicy()) mykey = paramiko.RSAKey.from_private_key_file("/Users/roth/.ssh/id_rsa", password="XXXX") I get paramiko.ssh_exception.SSHException: Could not deserialize key data. If I do the following client = paramiko.SSHClient() client.set_missing_host_key_policy(paramiko.AutoAddPolicy()) client.connect(hostname="128.xx.xx.xx", username="roth", passphrase="roth", password="XXXX", key_filename="/Users/roth/.ssh/id_rsa") I get paramiko.ssh_exception.NoValidConnectionsError: [Errno None] Unable to connect to port 22 on 128.xx.xx.xx I cannot tell why since I can connect using Terminal to SFTP either by using key + passphrase or just password: ssh -vvv OpenSSH_7.5p1, LibreSSL 2.5.4 debug1: Reading configuration data /Users/roth/.ssh/config debug1: /Users/roth/.ssh/config line 1: Applying options for * debug1: /Users/roth/.ssh/config line 8: Applying options for 128.30.* debug1: Reading configuration data /etc/ssh/ssh_config debug1: /etc/ssh/ssh_config line 52: Applying options for * debug1: Executing proxy command: exec ssh -W 128.xx.xx.xx:22 jump.xxx.xxx.edu debug1: permanently_drop_suid: 501 debug1: identity file /Users/roth/.ssh/id_rsa type 1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_rsa-cert type -1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_dsa type -1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_dsa-cert type -1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_ecdsa type -1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_ecdsa-cert type -1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_ed25519 type -1 debug1: key_load_public: No such file or directory debug1: identity file /Users/roth/.ssh/id_ed25519-cert type -1 debug1: Enabling compatibility mode for protocol 2.0 debug1: Local version string SSH-2.0-OpenSSH_7.5 Continue reading...