Hi Nate,
I would say that if your server runs in a GUI, then yes
you should probably add some level of help files. If it only runs from a command shell and is not overly complicated then you can probably get by without it.
Hope this helps,
Michael Morris
Any intelligent fool can make things bigger, more complex, and more violent. It takes a touch of genius - and a lot of courage - to move in the opposite direction. - Ernst F. Schumacher