[ubuntu] File Transfer on Home Media Server

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http://ubuntuforums.org – I would like to figure out an easy method to transfer files from a headless home media server to a USB external hard drive. Normally I can mount the hard drive by SSHing into the server and then doing my normal cp commands, but I have over 2 TB of data and I need to select certain folders as I only need bits and peices of the data. Is there any GUI interface I can use via my iMac (either web or other) where I can drag and drop folders? If not, is there any intuitive command line programs which can make it easy for me to select and copy data? Thanks in advance for your help! (Hardware)