Motivation:

You have a server inside a network. You are granted OpenVPN and SSH access to the server. You have a MacBook. You want to upload files to the server. You want to execute a process on the server (e.g. training a machine learning model).

Procedure:

• Request a certificate and an Open VPN configuration file (an .ovpn file) from your network administrator.
• Install Tunnelblick https://tunnelblick.net
• Drag the Open VPN configuration file to the Tunnelblick Configurations tab.
• Click the Connect button.
• On macOS, open Terminal and execute below command

ssh [email protected] -p 7081

where 172.29.64.144 is the machine IP and 7081 is the SSH port

• Enter your password.
• Install Cyberduck https://cyberduck.io/download/
• Open Cyberduck and use it to upload files to the remote server.