Drobo 5N Server/PlexConnect

You need to install Python in your DroboApps share. SSH helps too for debugging, and starting up the script.

You can get python from www.droboports.com

Here's a thread on the Drobo forums you can follow:

http://www.drobospace.com/forums/showthread.php?tid=96676&highlight=plexconnect

It should be fairly the same for the FS.