You can check the
Kobo Utilities for the plugin information. You can add the plugin from calibre (Preferences => Plugins =>Get new plugins). The plugin has builtin help (click on the plugin icon and then on help) and if you need more, you can ask in that thread.
For the most part, if this is the first time you are using a Kobo reader, changing the date to the calibre's date will keep the date order in which you added the books to calibre.
For the KoboTouch driver, I use the following save template:
Code:
Elib/{author_sort:sublist(0,1,&)}/{title} - {authors:sublist(0,1,&)}
The Elib is the directory in the root of the exposed USB storage with the books sorted into directories based on the first entry in the author_sort and the filename based on the title and the first author in the author list (what the :sublist(0,1,&) does).
I've attached some images of how I have configured the KoboTouch driver. Any items you are wondering about, just ask.