It was a while since I did a tool post and I realize that many people doesn't know about WinSCP or even SFTP, FTP over SSH. I use it all the time to quickly transfer files to Linux based boxes like Raspberry Pi or my Amazon Web Services VPS machines. As long as you have SSH access you can use WinSCP to transfer files. You can set it up to use sudo and make every part of the file system writable but I wouldn't recommend it, it's easy to make a mistake that destroys your system - especially if your working with remote systems. By default WinSCP, or other SFTP clients, end up in the logged in users home directory. If you then need the files anywhere else on the system you can use an SSH client, like Putty, to move the files to the correct location later.